2-bromo-N-(1H-imidazol-2-yl)-5-(pivalamidomethyl)benzamide

ID: ALA2152710

Chembl Id: CHEMBL2152710

Cas Number: 1381846-12-3

PubChem CID: 67971414

Max Phase: Preclinical

Molecular Formula: C16H19BrN4O2

Molecular Weight: 379.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)C(=O)NCc1ccc(Br)c(C(=O)Nc2ncc[nH]2)c1

Standard InChI:  InChI=1S/C16H19BrN4O2/c1-16(2,3)14(23)20-9-10-4-5-12(17)11(8-10)13(22)21-15-18-6-7-19-15/h4-8H,9H2,1-3H3,(H,20,23)(H2,18,19,21,22)

Standard InChI Key:  HEFWIGRGDVKSTG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2152710

   BenzaMide, 2-broMo-5-[[(2,2-diMethyl-1-oxopropyl)aMino]Methyl]-N-1H-iMidazol-2-yl-

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: 379.26

Molecular Weight (Monoisotopic): 378.0691

AlogP: 3.09

#Rotatable Bonds: 4

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.17

CX Basic pKa: 3.67

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: -1.51

References

1. Abdel-Magid AF..  (2012)  Prostaglandin e2 synthase-1 inhibitors as potential treatment for osteoarthritis: patent highlight.,  3  (9): [PMID:24900537] [10.1021/ml300201e]

2. Noha SM, Fischer K, Koeberle A, Garscha U, Werz O, Schuster D..  (2015)  Discovery of novel, non-acidic mPGES-1 inhibitors by virtual screening with a multistep protocol.,  23  (15): [PMID:26088337] [10.1016/j.bmc.2015.05.045]

3. Schiffler MA, Antonysamy S, Bhattachar SN, Campanale KM, Chandrasekhar S, Condon B, Desai PV, Fisher MJ, Groshong C, Harvey A, Hickey MJ, Hughes NE, Jones SA, Kim EJ, Kuklish SL, Luz JG, Norman BH, Rathmell RE, Rizzo JR, Seng TW, Thibodeaux SJ, Woods TA, York JS, Yu XP..  (2016)  Discovery and Characterization of 2-Acylaminoimidazole Microsomal Prostaglandin E Synthase-1 Inhibitors.,  59  (1): [PMID:26653180] [10.1021/acs.jmedchem.5b01249]

Source

Source(1):

• Scientific Literature