(1R,3S,4S)-3-(hydroxycarbamoyl)-4-(4-phenylpiperidine-1-carbonyl)cyclohexyl pyrrolidine-1-carboxylate

ID: ALA4167357

Chembl Id: CHEMBL4167357

PubChem CID: 87349434

Max Phase: Preclinical

Molecular Formula: C24H33N3O5

Molecular Weight: 443.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)[C@H]1C[C@H](OC(=O)N2CCCC2)CC[C@@H]1C(=O)N1CCC(c2ccccc2)CC1

Standard InChI:  InChI=1S/C24H33N3O5/c28-22(25-31)21-16-19(32-24(30)27-12-4-5-13-27)8-9-20(21)23(29)26-14-10-18(11-15-26)17-6-2-1-3-7-17/h1-3,6-7,18-21,31H,4-5,8-16H2,(H,25,28)/t19-,20+,21+/m1/s1

Standard InChI Key:  ZQQITVPPJYESAU-HKBOAZHASA-N

Alternative Forms

1. Parent:

   

   ALA4167357

   [(1R,3S,4S)-3-(hydroxycarbamoyl)-4-(4-phenylpiperidine-1-carbonyl)cyclohexyl] pyrrolidine-1-carboxylate

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: 443.54

Molecular Weight (Monoisotopic): 443.2420

AlogP: 2.92

#Rotatable Bonds: 4

Polar Surface Area: 99.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.86

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.77

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: -0.28

References

1. Mahasenan KV, Ding D, Gao M, Nguyen TT, Suckow MA, Schroeder VA, Wolter WR, Chang M, Mobashery S..  (2018)  In Search of Selectivity in Inhibition of ADAM10.,  9  (7): [PMID:30034605] [10.1021/acsmedchemlett.8b00163]

Source

Source(1):

• Scientific Literature