2-(4,4-dimethyl-7-((2-(trifluoromethyl)phenyl)ethynyl)-3,4-dihydrochromeno[3,4-d]imidazol-2-yl)isophthalonitrile

ID: ALA4100563

Chembl Id: CHEMBL4100563

PubChem CID: 60164592

Max Phase: Preclinical

Molecular Formula: C29H17F3N4O

Molecular Weight: 494.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Oc2cc(C#Cc3ccccc3C(F)(F)F)ccc2-c2nc(-c3c(C#N)cccc3C#N)[nH]c21

Standard InChI:  InChI=1S/C29H17F3N4O/c1-28(2)26-25(35-27(36-26)24-19(15-33)7-5-8-20(24)16-34)21-13-11-17(14-23(21)37-28)10-12-18-6-3-4-9-22(18)29(30,31)32/h3-9,11,13-14H,1-2H3,(H,35,36)

Standard InChI Key:  BNKLZAHWDNTRKU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4100563

   2-[4,4-dimethyl-7-[2-[2-(trifluoromethyl)phenyl]ethynyl]-3H-chromeno[3,4-d]imidazol-2-yl]benzene-1,3-dicarbonitrile

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: 494.48

Molecular Weight (Monoisotopic): 494.1354

AlogP: 6.53

#Rotatable Bonds: 1

Polar Surface Area: 85.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.89

CX Basic pKa: 4.19

CX LogP: 6.83

CX LogD: 6.83

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -0.54

References

1. Muthukaman N, Tambe M, Shaikh M, Pisal D, Deshmukh S, Tondlekar S, Sarode N, Narayana L, Gajera JM, Kattige VG, Honnegowda S, Karande V, Kulkarni A, Behera D, Jadhav SB, Gudi GS, Khairatkar-Joshi N, Gharat LA..  (2017)  Tricyclic 4,4-dimethyl-3,4-dihydrochromeno[3,4-d]imidazole derivatives as microsomal prostaglandin E2 synthase-1 (mPGES-1) inhibitors: SAR and in vivo efficacy in hyperalgesia pain model.,  27  (11): [PMID:28400234] [10.1016/j.bmcl.2017.03.068]

Source

Source(1):

• Scientific Literature