(3S)-3-acetamido-4-[[(2S)-2-carboxy-3-[1-[[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl]cyclopentyl]propyl]amino]-4-oxobutanoic acid

ID: ALA4462603

PubChem CID: 132451821

Max Phase: Preclinical

Molecular Formula: C25H33N3O10

Molecular Weight: 535.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CC(=O)O)C(=O)NC[C@H](CC1(C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)O)CCCC1)C(=O)O

Standard InChI:  InChI=1S/C25H33N3O10/c1-14(29)27-18(11-20(31)32)21(33)26-13-16(22(34)35)12-25(8-2-3-9-25)24(38)28-19(23(36)37)10-15-4-6-17(30)7-5-15/h4-7,16,18-19,30H,2-3,8-13H2,1H3,(H,26,33)(H,27,29)(H,28,38)(H,31,32)(H,34,35)(H,36,37)/t16-,18-,19-/m0/s1

Standard InChI Key:  ZQIWHIVXBQEYTN-WDSOQIARSA-N

Molfile:  

 
     RDKit          2D

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 36 38  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4462603

   ---

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: 535.55

Molecular Weight (Monoisotopic): 535.2166

AlogP: 0.25

#Rotatable Bonds: 14

Polar Surface Area: 219.43

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.40

CX Basic pKa: 4.14

CX LogP: 0.18

CX LogD: -9.39

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.17

Np Likeness Score: 0.33

References

1. Sharma U, Cozier GE, Sturrock ED, Acharya KR..  (2020)  Molecular Basis for Omapatrilat and Sampatrilat Binding to Neprilysin-Implications for Dual Inhibitor Design with Angiotensin-Converting Enzyme.,  63  (10): [PMID:32337993] [10.1021/acs.jmedchem.0c00441]

Source

Source(1):

• Scientific Literature