(2S,4S)-1-[(2S)-3,3-dimethyl-2-[[(2S)-2-(methylamino)propanoyl]amino]butanoyl]-N-(2,2-diphenylethyl)-4-hexadecylsulfanyl-pyrrolidine-2-carboxamide

ID: ALA4751547

Chembl Id: CHEMBL4751547

PubChem CID: 162650780

Max Phase: Preclinical

Molecular Formula: C45H72N4O3S

Molecular Weight: 749.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCS[C@H]1C[C@@H](C(=O)NCC(c2ccccc2)c2ccccc2)N(C(=O)[C@@H](NC(=O)[C@H](C)NC)C(C)(C)C)C1

Standard InChI:  InChI=1S/C45H72N4O3S/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-26-31-53-38-32-40(49(34-38)44(52)41(45(3,4)5)48-42(50)35(2)46-6)43(51)47-33-39(36-27-22-20-23-28-36)37-29-24-21-25-30-37/h20-25,27-30,35,38-41,46H,7-19,26,31-34H2,1-6H3,(H,47,51)(H,48,50)/t35-,38-,40-,41+/m0/s1

Standard InChI Key:  CSKLMCHRYIQXRJ-SGAHRDHUSA-N

Alternative Forms

1. Parent:

   

   ALA4751547

   ---

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: 749.16

Molecular Weight (Monoisotopic): 748.5325

AlogP: 9.26

#Rotatable Bonds: 25

Polar Surface Area: 90.54

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.47

CX Basic pKa: 8.60

CX LogP: 10.11

CX LogD: 8.89

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.09

Np Likeness Score: -0.06

References

1. Micewicz ED,Nguyen C,Micewicz A,Waring AJ,McBride WH,Ruchala P.  (2019)  Position of lipidation influences anticancer activity of Smac analogs.,  29  (13): [PMID:31047753] [10.1016/j.bmcl.2019.04.041]

Source

Source(1):

• Scientific Literature