(S)-3-((2S,3R)-2-((S)-2-amino-3-phenylpropanamido)-3-hydroxybutanamido)-4-((S)-3-(4-hydroxyphenyl)-1-(4-nitrophenylamino)-1-oxopropan-2-ylamino)-4-oxobutanoic acid

ID: ALA4520063

Chembl Id: CHEMBL4520063

PubChem CID: 155542261

Max Phase: Preclinical

Molecular Formula: C32H36N6O10

Molecular Weight: 664.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)Nc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C32H36N6O10/c1-18(39)28(37-29(43)24(33)15-19-5-3-2-4-6-19)32(46)36-26(17-27(41)42)31(45)35-25(16-20-7-13-23(40)14-8-20)30(44)34-21-9-11-22(12-10-21)38(47)48/h2-14,18,24-26,28,39-40H,15-17,33H2,1H3,(H,34,44)(H,35,45)(H,36,46)(H,37,43)(H,41,42)/t18-,24+,25+,26+,28+/m1/s1

Standard InChI Key:  STGOOLLYKMFTHH-HJNJNAQASA-N

Alternative Forms

1. Parent:

   

   ALA4520063

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 664.67

Molecular Weight (Monoisotopic): 664.2493

AlogP: 0.36

#Rotatable Bonds: 16

Polar Surface Area: 263.32

Molecular Species: ACID

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.79

CX Basic pKa: 7.70

CX LogP: -1.34

CX LogD: -1.50

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.08

Np Likeness Score: -0.10

References

1. Li CY, Yap K, Swedberg JE, Craik DJ, de Veer SJ..  (2020)  Binding Loop Substitutions in the Cyclic Peptide SFTI-1 Generate Potent and Selective Chymase Inhibitors.,  63  (2): [PMID:31855419] [10.1021/acs.jmedchem.9b01811]

Source

Source(1):

• Scientific Literature