3D structure for D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide (DB07005)

46937043
  -OEChem-10051720543D

57 59  0     1  0  0  0  0  0999 V2000
    2.3156   -1.9360    1.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -1.4087   -0.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6950   -0.2782   -0.4007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3822   -0.7410    1.3421 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5383   -2.9463   -1.2722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7426    0.7333   -1.7736 N   0  3  0  0  0  0  0  0  0  0  0  0
   -7.8364    2.0299    0.1436 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5798    0.2398    0.3810 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2549    1.5870   -0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6727    1.4031   -1.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9013    0.5117   -1.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222   -1.2898    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -0.7322    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7293   -1.5834   -0.7928 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0215   -1.4546    0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5586   -1.5743    1.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4694   -0.0204    0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7828   -0.8836    0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    0.5541   -0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0318    0.7293    1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4003    0.1141    1.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3025   -1.2394   -0.3304 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7327    1.8784   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4444    2.0536    1.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2950    2.6280    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5374    0.7559    1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4396   -0.5976   -0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0571    0.4003   -0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2350    1.0667   -0.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8764    0.3333    1.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7955    1.8785   -0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723    2.3704    0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8810    2.3503   -2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    0.8916   -2.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0036   -0.1345   -2.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108    1.1083   -1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087   -0.9465   -1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8325   -2.0053   -0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9282   -1.9180    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1835   -0.1158    2.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6975   -1.8283    2.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3787   -2.5141    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7289   -2.9839   -1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386   -3.2289   -1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6656   -0.0187   -1.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3696    0.2940    2.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0035    0.3991    2.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8298   -2.0138   -0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3943    2.3260   -1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1033    2.6375    2.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6161    3.6592    0.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9749    1.5230    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7989   -0.9139   -1.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5696    1.2103   -2.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3506    0.0218   -2.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6619    2.4897   -0.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5187    2.3396    1.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  2 13  2  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  0  0  0  0
  3 12  1  0  0  0  0
  4 13  1  0  0  0  0
  4 16  1  0  0  0  0
  4 40  1  0  0  0  0
  5 14  1  0  0  0  0
  5 43  1  0  0  0  0
  5 44  1  0  0  0  0
  6 29  2  0  0  0  0
  6 54  1  0  0  0  0
  6 55  1  0  0  0  0
  7 29  1  0  0  0  0
  7 56  1  0  0  0  0
  7 57  1  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  8 30  1  0  0  0  0
  9 10  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 10 11  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 11 35  1  0  0  0  0
 11 36  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 37  1  0  0  0  0
 15 17  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 16 18  1  0  0  0  0
 16 41  1  0  0  0  0
 16 42  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 21  2  0  0  0  0
 18 22  1  0  0  0  0
 19 23  1  0  0  0  0
 19 45  1  0  0  0  0
 20 24  2  0  0  0  0
 20 46  1  0  0  0  0
 21 26  1  0  0  0  0
 21 47  1  0  0  0  0
 22 27  2  0  0  0  0
 22 48  1  0  0  0  0
 23 25  2  0  0  0  0
 23 49  1  0  0  0  0
 24 25  1  0  0  0  0
 24 50  1  0  0  0  0
 25 51  1  0  0  0  0
 26 28  2  0  0  0  0
 26 52  1  0  0  0  0
 27 28  1  0  0  0  0
 27 53  1  0  0  0  0
 28 29  1  0  0  0  0
M  CHG  1   6   1
M  END
> <DATABASE_ID>
DB07005

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/VZFTWWJAUZOJDH-MOPGFXCFSA-O/SDF?record_type=3d

> <SMILES>
[H][C@@](N)(CC1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC=C(C=C1)C(N)=[NH2+]

> <INCHI_IDENTIFIER>
InChI=1S/C22H27N5O2/c23-18(13-15-5-2-1-3-6-15)22(29)27-12-4-7-19(27)21(28)26-14-16-8-10-17(11-9-16)20(24)25/h1-3,5-6,8-11,18-19H,4,7,12-14,23H2,(H3,24,25)(H,26,28)/p+1/t18-,19+/m1/s1

> <INCHI_KEY>
VZFTWWJAUZOJDH-MOPGFXCFSA-O

> <FORMULA>
C22H28N5O2

> <MOLECULAR_WEIGHT>
394.49

> <EXACT_MASS>
394.224300165

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
1.834098883382757

> <JCHEM_AVERAGE_POLARIZABILITY>
42.960407925865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{amino[4-({[(2S)-1-[(2R)-2-amino-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}methyl)phenyl]methylidene}azanium

> <ALOGPS_LOGP>
-0.10

> <JCHEM_LOGP>
0.8754366769999995

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
2

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.394822092516037

> <JCHEM_PKA_STRONGEST_BASIC>
11.483731313209146

> <JCHEM_POLAR_SURFACE_AREA>
127.03999999999999

> <JCHEM_REFRACTIVITY>
123.90679999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide (DB07005)

Structure for D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide (DB07005)