N-[1-N-[1-{4-[(4-aminopiperidin-1-yl)methyl]phenyl}ethanonyl]-7-fluoro-4-oxo-4H-chromene-2-carboxamide

ID: ALA216680

Chembl Id: CHEMBL216680

PubChem CID: 11973802

Max Phase: Preclinical

Molecular Formula: C24H24FN3O4

Molecular Weight: 437.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(CN2CCC(NC(=O)c3cc(=O)c4ccc(F)cc4o3)CC2)cc1

Standard InChI:  InChI=1S/C24H24FN3O4/c1-15(29)26-18-5-2-16(3-6-18)14-28-10-8-19(9-11-28)27-24(31)23-13-21(30)20-7-4-17(25)12-22(20)32-23/h2-7,12-13,19H,8-11,14H2,1H3,(H,26,29)(H,27,31)

Standard InChI Key:  AXOYDNAEBFRXFX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA216680

   N-(1-(4-acetamidobenzyl)piperidin-4-yl)-7-fluoro-4-oxo-4H-chromene-2-carboxamide

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: 437.47

Molecular Weight (Monoisotopic): 437.1751

AlogP: 3.28

#Rotatable Bonds: 5

Polar Surface Area: 91.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.94

CX Basic pKa: 7.57

CX LogP: 1.85

CX LogD: 1.45

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.64

Np Likeness Score: -1.40

References

1. Lynch JK, Freeman JC, Judd AS, Iyengar R, Mulhern M, Zhao G, Napier JJ, Wodka D, Brodjian S, Dayton BD, Falls D, Ogiela C, Reilly RM, Campbell TJ, Polakowski JS, Hernandez L, Marsh KC, Shapiro R, Knourek-Segel V, Droz B, Bush E, Brune M, Preusser LC, Fryer RM, Reinhart GA, Houseman K, Diaz G, Mikhail A, Limberis JT, Sham HL, Collins CA, Kym PR..  (2006)  Optimization of chromone-2-carboxamide melanin concentrating hormone receptor 1 antagonists: assessment of potency, efficacy, and cardiovascular safety.,  49  (22): [PMID:17064075] [10.1021/jm060683e]

2. Iyengar RR, Lynch JK, Mulhern MM, Judd AS, Freeman JC, Gao J, Souers AJ, Zhao G, Wodka D, Doug Falls H, Brodjian S, Dayton BD, Reilly RM, Swanson S, Su Z, Martin RL, Leitza ST, Houseman KA, Diaz G, Collins CA, Sham HL, Kym PR..  (2007)  An evaluation of 3,4-methylenedioxy phenyl replacements in the aminopiperidine chromone class of MCHr1 antagonists.,  17  (4): [PMID:17234405] [10.1016/j.bmcl.2006.11.065]

Source

Source(1):

• Scientific Literature