(Z)-N-(5-(sec-butoxy)-2-fluoro-4-(naphthalen-2-yl)phenyl)-2-cyano-3-hydroxybut-2-enamide

ID: ALA5206463

Chembl Id: CHEMBL5206463

PubChem CID: 168294582

Max Phase: Preclinical

Molecular Formula: C25H23FN2O3

Molecular Weight: 418.47

Names and Identifiers

Canonical SMILES:  CCC(C)Oc1cc(NC(=O)/C(C#N)=C(/C)O)c(F)cc1-c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C25H23FN2O3/c1-4-15(2)31-24-13-23(28-25(30)21(14-27)16(3)29)22(26)12-20(24)19-10-9-17-7-5-6-8-18(17)11-19/h5-13,15,29H,4H2,1-3H3,(H,28,30)/b21-16-

Standard InChI Key:  QTZCOZFWLFPLMG-PGMHBOJBSA-N

Alternative Forms

1. Parent:

   

   ALA5206463

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 418.47

Molecular Weight (Monoisotopic): 418.1693

AlogP: 6.12

#Rotatable Bonds: 6

Polar Surface Area: 82.35

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.78

CX Basic pKa:

CX LogP: 5.18

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: -1.01

References

1. Li C, Zhou Y, Xu J, Zhou X, Huang Z, Zeng T, Yang X, Tao L, Gou K, Zhong X, Chen Q, Luo Y, Zhao Y..  (2022)  A novel series of teriflunomide derivatives as orally active inhibitors of human dihydroorotate dehydrogenase for the treatment of colorectal carcinoma.,  238  [PMID:35640328] [10.1016/j.ejmech.2022.114489]

Source

Source(1):

• Scientific Literature