Methyl (4-{2-[(1S)-1-({[trans-4-(aminomethyl)-cyclohexyl]carbonyl}amino)-2-phenylethyl]-4-pyridinyl}-phenyl)carbamate

ID: ALA3781788

Chembl Id: CHEMBL3781788

PubChem CID: 118987013

Max Phase: Preclinical

Molecular Formula: C29H34N4O3

Molecular Weight: 486.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1ccc(-c2ccnc([C@H](Cc3ccccc3)NC(=O)[C@H]3CC[C@H](CN)CC3)c2)cc1

Standard InChI:  InChI=1S/C29H34N4O3/c1-36-29(35)32-25-13-11-22(12-14-25)24-15-16-31-26(18-24)27(17-20-5-3-2-4-6-20)33-28(34)23-9-7-21(19-30)8-10-23/h2-6,11-16,18,21,23,27H,7-10,17,19,30H2,1H3,(H,32,35)(H,33,34)/t21-,23-,27-/m0/s1

Standard InChI Key:  YAJFVXIHHOXQOV-MYIHVTGJSA-N

Alternative Forms

1. Parent:

   

   ALA3781788

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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: 486.62

Molecular Weight (Monoisotopic): 486.2631

AlogP: 5.09

#Rotatable Bonds: 8

Polar Surface Area: 106.34

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.87

CX Basic pKa: 10.22

CX LogP: 4.45

CX LogD: 1.83

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.41

Np Likeness Score: -0.83

References

1. Corte JR, Fang T, Pinto DJ, Orwat MJ, Rendina AR, Luettgen JM, Rossi KA, Wei A, Ramamurthy V, Myers JE, Sheriff S, Narayanan R, Harper TW, Zheng JJ, Li YX, Seiffert DA, Wexler RR, Quan ML..  (2016)  Orally bioavailable pyridine and pyrimidine-based Factor XIa inhibitors: Discovery of the methyl N-phenyl carbamate P2 prime group.,  24  (10): [PMID:27073051] [10.1016/j.bmc.2016.03.062]

Source

Source(1):

• Scientific Literature