(S)-3-cyclohexyl-1-morpholino-1-oxopropan-2-yl (R)-3-(benzyloxy)-1-(5-fluoroindolin-1-yl)propan-2-ylcarbamate

ID: ALA214591

Chembl Id: CHEMBL214591

PubChem CID: 11421700

Max Phase: Preclinical

Molecular Formula: C32H42FN3O5

Molecular Weight: 567.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](COCc1ccccc1)CN1CCc2cc(F)ccc21)O[C@@H](CC1CCCCC1)C(=O)N1CCOCC1

Standard InChI:  InChI=1S/C32H42FN3O5/c33-27-11-12-29-26(20-27)13-14-36(29)21-28(23-40-22-25-9-5-2-6-10-25)34-32(38)41-30(19-24-7-3-1-4-8-24)31(37)35-15-17-39-18-16-35/h2,5-6,9-12,20,24,28,30H,1,3-4,7-8,13-19,21-23H2,(H,34,38)/t28-,30+/m1/s1

Standard InChI Key:  YVNKVURFOBPKHU-DGPALRBDSA-N

Alternative Forms

1. Parent:

   

   ALA214591

   (2S)-3-cyclohexyl-1-(morpholin-4-yl)-1-oxopropan-2-yl N-[(2R)-1-(benzyloxy)-3-(5-fluoro-2,3-dihydro-1H-indol-1-yl)propan-2-yl]carbamate

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: 567.70

Molecular Weight (Monoisotopic): 567.3108

AlogP: 4.70

#Rotatable Bonds: 11

Polar Surface Area: 80.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.01

CX LogP: 5.24

CX LogD: 5.24

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.42

Np Likeness Score: -1.03

References

1. Tully DC, Liu H, Chatterjee AK, Alper PB, Williams JA, Roberts MJ, Mutnick D, Woodmansee DH, Hollenbeck T, Gordon P, Chang J, Tuntland T, Tumanut C, Li J, Harris JL, Karanewsky DS..  (2006)  Arylaminoethyl carbamates as a novel series of potent and selective cathepsin S inhibitors.,  16  (19): [PMID:16876407] [10.1016/j.bmcl.2006.07.032]

Source

Source(1):

• Scientific Literature