N-Cyclopropyl-4-methyl-3-(1-((S)-2,2,2-trifluoro-1-methylethoxy)-6-phthalazinyl)benzamide

ID: ALA493671

PubChem CID: 24854903

Max Phase: Preclinical

Molecular Formula: C22H20F3N3O2

Molecular Weight: 415.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)NC2CC2)cc1-c1ccc2c(O[C@@H](C)C(F)(F)F)nncc2c1

Standard InChI:  InChI=1S/C22H20F3N3O2/c1-12-3-4-15(20(29)27-17-6-7-17)10-19(12)14-5-8-18-16(9-14)11-26-28-21(18)30-13(2)22(23,24)25/h3-5,8-11,13,17H,6-7H2,1-2H3,(H,27,29)/t13-/m0/s1

Standard InChI Key:  XANMCBRIKIVXBI-ZDUSSCGKSA-N

Molfile:  

     RDKit          2D

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    4.4058  -18.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457  -20.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4168  -20.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1358  -22.5947    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052  -21.7745    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9551  -21.7719    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA493671

   N-Cyclopropyl-4-methyl-3-(1-((S)-2,2,2-trifluoro-1-methylethoxy)-6-phthalazinyl)benzamide

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: 415.42

Molecular Weight (Monoisotopic): 415.1508

AlogP: 4.83

#Rotatable Bonds: 5

Polar Surface Area: 64.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.81

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -1.00

References

1. Herberich B, Cao GQ, Chakrabarti PP, Falsey JR, Pettus L, Rzasa RM, Reed AB, Reichelt A, Sham K, Thaman M, Wurz RP, Xu S, Zhang D, Hsieh F, Lee MR, Syed R, Li V, Grosfeld D, Plant MH, Henkle B, Sherman L, Middleton S, Wong LM, Tasker AS..  (2008)  Discovery of highly selective and potent p38 inhibitors based on a phthalazine scaffold.,  51  (20): [PMID:18817365] [10.1021/jm8005417]

Source

Source(1):

• Scientific Literature