(S)-Methyl 6-Amino-2-(3-amino-4-((S)-2-amino-4-methylpentanamido)benzamido)hexanoate

ID: ALA3416722

Chembl Id: CHEMBL3416722

PubChem CID: 118734289

Max Phase: Preclinical

Molecular Formula: C20H33N5O4

Molecular Weight: 407.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](CCCCN)NC(=O)c1ccc(NC(=O)[C@@H](N)CC(C)C)c(N)c1

Standard InChI:  InChI=1S/C20H33N5O4/c1-12(2)10-15(23)19(27)24-16-8-7-13(11-14(16)22)18(26)25-17(20(28)29-3)6-4-5-9-21/h7-8,11-12,15,17H,4-6,9-10,21-23H2,1-3H3,(H,24,27)(H,25,26)/t15-,17-/m0/s1

Standard InChI Key:  OBNYUYDBLNNUBP-RDJZCZTQSA-N

Alternative Forms

1. Parent:

   

   ALA3416722

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 407.52

Molecular Weight (Monoisotopic): 407.2533

AlogP: 0.98

#Rotatable Bonds: 11

Polar Surface Area: 162.56

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.71

CX Basic pKa: 10.21

CX LogP: 0.42

CX LogD: -3.11

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.21

Np Likeness Score: -0.19

References

1. Papakyriakou A, Zervoudi E, Tsoukalidou S, Mauvais FX, Sfyroera G, Mastellos DC, van Endert P, Theodorakis EA, Vourloumis D, Stratikos E..  (2015)  3,4-diaminobenzoic acid derivatives as inhibitors of the oxytocinase subfamily of M1 aminopeptidases with immune-regulating properties.,  58  (3): [PMID:25635706] [10.1021/jm501867s]

Source

Source(1):

• Scientific Literature