(S)-Methyl 2-(3-Amino-4-((S)-2-aminohexanamido)-benzamido)-3-(4-hydroxyphenyl)propanoate

ID: ALA3416725

Chembl Id: CHEMBL3416725

PubChem CID: 118734292

Max Phase: Preclinical

Molecular Formula: C23H30N4O5

Molecular Weight: 442.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](N)C(=O)Nc1ccc(C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)OC)cc1N

Standard InChI:  InChI=1S/C23H30N4O5/c1-3-4-5-17(24)22(30)26-19-11-8-15(13-18(19)25)21(29)27-20(23(31)32-2)12-14-6-9-16(28)10-7-14/h6-11,13,17,20,28H,3-5,12,24-25H2,1-2H3,(H,26,30)(H,27,29)/t17-,20-/m0/s1

Standard InChI Key:  RXZHGXBRKJGXMY-PXNSSMCTSA-N

Alternative Forms

1. Parent:

   

   ALA3416725

   ---

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: 442.52

Molecular Weight (Monoisotopic): 442.2216

AlogP: 1.94

#Rotatable Bonds: 10

Polar Surface Area: 156.77

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.53

CX Basic pKa: 8.25

CX LogP: 1.87

CX LogD: 1.13

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -0.16

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]

2. Laura M, Ronan G, Vy LB, Valentin G, Omar CA, Virgyl C, Piveteau C, Melissa R, Charlotte F, Sandrine W, Julie C, Julie DR, Damien B, Florence L, Peter VE, Benoit D, Rebecca DP..  (2021)  Modulators of hERAP2 discovered by high-throughput screening.,  211  [PMID:33359953] [10.1016/j.ejmech.2020.113053]

Source

Source(1):

• Scientific Literature