(S)-2-(3-Amino-4-((S)-2-aminohexanamido)benzamido)-3-(1H-indol-3-yl)propanoic Acid

ID: ALA3416727

Chembl Id: CHEMBL3416727

PubChem CID: 118734294

Max Phase: Preclinical

Molecular Formula: C24H29N5O4

Molecular Weight: 451.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](N)C(=O)Nc1ccc(C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)O)cc1N

Standard InChI:  InChI=1S/C24H29N5O4/c1-2-3-7-17(25)23(31)28-20-10-9-14(11-18(20)26)22(30)29-21(24(32)33)12-15-13-27-19-8-5-4-6-16(15)19/h4-6,8-11,13,17,21,27H,2-3,7,12,25-26H2,1H3,(H,28,31)(H,29,30)(H,32,33)/t17-,21-/m0/s1

Standard InChI Key:  RJNOYRJGLPNURI-UWJYYQICSA-N

Alternative Forms

1. Parent:

   

   ALA3416727

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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: 451.53

Molecular Weight (Monoisotopic): 451.2220

AlogP: 2.63

#Rotatable Bonds: 10

Polar Surface Area: 163.33

Molecular Species: ACID

HBA: 5

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.82

CX Basic pKa: 8.28

CX LogP: 0.05

CX LogD: 0.00

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.26

Np Likeness Score: -0.30

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