N-((R)-1-((S)-6-amino-1-oxo-1-(4-(pyridin-4-yl)piperazin-1-yl)hexan-2-ylamino)-3-(3,5-dibromo-4-hydroxyphenyl)-1-oxopropan-2-yl)-4-(2-oxobenzo[d]oxazol-3(2H)-yl)piperidine-1-carboxamide

ID: ALA3334623

Chembl Id: CHEMBL3334623

Cas Number: 204698-01-1

PubChem CID: 11693761

Max Phase: Preclinical

Molecular Formula: C37H44Br2N8O6

Molecular Weight: 856.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC[C@H](NC(=O)[C@@H](Cc1cc(Br)c(O)c(Br)c1)NC(=O)N1CCC(n2c(=O)oc3ccccc32)CC1)C(=O)N1CCN(c2ccncc2)CC1

Standard InChI:  InChI=1S/C37H44Br2N8O6/c38-27-21-24(22-28(39)33(27)48)23-30(43-36(51)46-15-10-26(11-16-46)47-31-6-1-2-7-32(31)53-37(47)52)34(49)42-29(5-3-4-12-40)35(50)45-19-17-44(18-20-45)25-8-13-41-14-9-25/h1-2,6-9,13-14,21-22,26,29-30,48H,3-5,10-12,15-20,23,40H2,(H,42,49)(H,43,51)/t29-,30+/m0/s1

Standard InChI Key:  PWPMKDORTALZSG-XZWHSSHBSA-N

Alternative Forms

1. Parent:

   

   ALA3334623

   1-Piperidinecarboxamide, N-[(1R)-2-[[(1S)-5-amino-1-[[4-(4-pyridinyl)-1-piperazinyl]carbonyl]pentyl]amino]-1-[(3,5-dibromo-4-hydroxyphenyl)methyl]-2-oxoethyl]-4-(2-oxo-3(2H)-benzoxazolyl)-

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: 856.62

Molecular Weight (Monoisotopic): 854.1751

AlogP: 4.14

#Rotatable Bonds: 12

Polar Surface Area: 179.27

Molecular Species: BASE

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.75

CX Basic pKa: 10.20

CX LogP: 1.74

CX LogD: 1.00

Aromatic Rings: 4

Heavy Atoms: 53

QED Weighted: 0.15

Np Likeness Score: -0.71

References

1. Bell IM..  (2014)  Calcitonin gene-related peptide receptor antagonists: new therapeutic agents for migraine.,  57  (19): [PMID:24960305] [10.1021/jm500364u]

2. Dubowchik GM, Conway CM, Xin AW..  (2020)  Blocking the CGRP Pathway for Acute and Preventive Treatment of Migraine: The Evolution of Success.,  63  (13): [PMID:32058712] [10.1021/acs.jmedchem.9b01810]

Source

Source(1):

• Scientific Literature