(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-1-[(2S)-2-amino-4-methyl-pentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]amino]-3-(1H-imidazol-4-yl)propanoyl]amino]-3-hydroxy-propanoyl]amino]propanoyl]amino]butanedioic acid

ID: ALA5277547

Chembl Id: CHEMBL5277547

Max Phase: Preclinical

Molecular Formula: C33H54N10O11

Molecular Weight: 766.85

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C33H54N10O11/c1-17(2)11-20(35)32(52)43-10-6-8-25(43)31(51)39-21(7-4-5-9-34)28(48)40-22(12-19-14-36-16-37-19)29(49)42-24(15-44)30(50)38-18(3)27(47)41-23(33(53)54)13-26(45)46/h14,16-18,20-25,44H,4-13,15,34-35H2,1-3H3,(H,36,37)(H,38,50)(H,39,51)(H,40,48)(H,41,47)(H,42,49)(H,45,46)(H,53,54)/t18-,20-,21-,22-,23-,24-,25-/m0/s1

Standard InChI Key:  NSCMDQMHIHGCQG-NMTVEPIMSA-N

Alternative Forms

1. Parent:

   

   ALA5277547

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 766.85

Molecular Weight (Monoisotopic): 766.3974

AlogP: -3.56

#Rotatable Bonds: 23

Polar Surface Area: 341.36

Molecular Species: ZWITTERION

HBA: 12

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.28

CX Basic pKa: 13.65

CX LogP: -9.16

CX LogD: -9.13

Aromatic Rings: 1

Heavy Atoms: 54

QED Weighted: 0.05

Np Likeness Score: 0.13

References

1. Ahamad S, Bhat SA..  (2022)  Recent Update on the Development of PCSK9 Inhibitors for Hypercholesterolemia Treatment.,  65  (23.0): [PMID:36446632] [10.1021/acs.jmedchem.2c01290]

Source

Source(1):

• Scientific Literature