(trans)-N-((S)-1-(4-(3-amino-1H-indazol-6-yl)pyridin-2-yl)-2-phenylethyl)-4-(aminomethyl)cyclohexanecarboxamide

ID: ALA3393386

Chembl Id: CHEMBL3393386

PubChem CID: 86583041

Max Phase: Preclinical

Molecular Formula: C28H32N6O

Molecular Weight: 468.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC[C@H]1CC[C@H](C(=O)N[C@@H](Cc2ccccc2)c2cc(-c3ccc4c(N)n[nH]c4c3)ccn2)CC1

Standard InChI:  InChI=1S/C28H32N6O/c29-17-19-6-8-20(9-7-19)28(35)32-26(14-18-4-2-1-3-5-18)25-16-22(12-13-31-25)21-10-11-23-24(15-21)33-34-27(23)30/h1-5,10-13,15-16,19-20,26H,6-9,14,17,29H2,(H,32,35)(H3,30,33,34)/t19-,20-,26-/m0/s1

Standard InChI Key:  ABPMTNUZKFZRKL-DYLHXGEVSA-N

Alternative Forms

1. Parent:

   

   ALA3393386

   Trans-N-{(1s)-1-[4-(3-Amino-2h-Indazol-6-Yl)pyridin-2-Yl]-2-Phenylethyl}-4-(Aminomethyl)cyclohexanecarboxamide

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: 468.61

Molecular Weight (Monoisotopic): 468.2638

AlogP: 4.37

#Rotatable Bonds: 7

Polar Surface Area: 122.71

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.29

CX Basic pKa: 10.22

CX LogP: 3.68

CX LogD: 1.06

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -0.66

References

1. Corte JR, Fang T, Hangeland JJ, Friends TJ, Rendina AR, Luettgen JM, Bozarth JM, Barbera FA, Rossi KA, Wei A, Ramamurthy V, Morin PE, Seiffert DA, Wexler RR, Quan ML..  (2015)  Pyridine and pyridinone-based factor XIa inhibitors.,  25  (4): [PMID:25592713] [10.1016/j.bmcl.2014.12.050]

2. 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