methyl 4-((S)-1-((R)-1-((S)-1-((S)-2-((R)-4-chloro-3-oxo-1-phenylbutan-2-ylcarbamoyl)pyrrolidin-1-yl)-1-oxopropan-2-ylamino)-1-oxopropan-2-ylamino)-1-oxopropan-2-ylamino)-4-oxobutanoate

ID: ALA1288715

Chembl Id: CHEMBL1288715

PubChem CID: 52940846

Max Phase: Preclinical

Molecular Formula: C29H40ClN5O8

Molecular Weight: 622.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@H](Cc1ccccc1)C(=O)CCl

Standard InChI:  InChI=1S/C29H40ClN5O8/c1-17(31-24(37)12-13-25(38)43-4)26(39)32-18(2)27(40)33-19(3)29(42)35-14-8-11-22(35)28(41)34-21(23(36)16-30)15-20-9-6-5-7-10-20/h5-7,9-10,17-19,21-22H,8,11-16H2,1-4H3,(H,31,37)(H,32,39)(H,33,40)(H,34,41)/t17-,18+,19-,21+,22-/m0/s1

Standard InChI Key:  DVSFTQQOAATUEJ-KAHCOFSNSA-N

Alternative Forms

1. Parent:

   

   ALA1288715

   MeOSuc-Ala-D-Ala-Ala-Pro-D-Phe-CH2Cl

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: 622.12

Molecular Weight (Monoisotopic): 621.2565

AlogP: -0.02

#Rotatable Bonds: 15

Polar Surface Area: 180.08

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.75

CX Basic pKa: ┄

CX LogP: -0.14

CX LogD: -0.14

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.16

Np Likeness Score: -0.38

References

1. Kore AR, Shanmugasundaram M..  (2010)  Design, synthesis and inhibitory effect of pentapeptidyl chloromethyl ketones on proteinase K.,  18  (23): [PMID:20937562] [10.1016/j.bmc.2010.09.048]

Source

Source(1):

• Scientific Literature