ID: ALA2036343

Max Phase: Preclinical

Molecular Formula: C17H14N2OS

Molecular Weight: 294.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1/C(=C/c2ccccn2)CSC/C1=C\c1ccccn1

Standard InChI:  InChI=1S/C17H14N2OS/c20-17-13(9-15-5-1-3-7-18-15)11-21-12-14(17)10-16-6-2-4-8-19-16/h1-10H,11-12H2/b13-9+,14-10+

Standard InChI Key:  SZUIRPWFHMMLIA-UTLPMFLDSA-N

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

Properties

Molecular Weight: 294.38

Molecular Weight (Monoisotopic): 294.0827

AlogP: 3.26

#Rotatable Bonds: 2

Polar Surface Area: 42.85

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.72

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -0.78

References

1. Wei X, Du ZY, Zheng X, Cui XX, Conney AH, Zhang K..  (2012)  Synthesis and evaluation of curcumin-related compounds for anticancer activity.,  53  [PMID:22551677] [10.1016/j.ejmech.2012.04.005]

2. Brown A, Shi Q, Moore TW, Yoon Y, Prussia A, Maddox C, Liotta DC, Shim H, Snyder JP..  (2013)  Monocarbonyl curcumin analogues: heterocyclic pleiotropic kinase inhibitors that mediate anticancer properties.,  56  (9): [PMID:23550937] [10.1021/jm4002692]

3. Tan KL, Ali A, Du Y, Fu H, Jin HX, Chin TM, Khan M, Go ML..  (2014)  Synthesis and evaluation of bisbenzylidenedioxotetrahydrothiopranones as activators of endoplasmic reticulum (ER) stress signaling pathways and apoptotic cell death in acute promyelocytic leukemic cells.,  57  (14): [PMID:24960549] [10.1021/jm401352a]

4. Baldwin PR, Reeves AZ, Powell KR, Napier RJ, Swimm AI, Sun A, Giesler K, Bommarius B, Shinnick TM, Snyder JP, Liotta DC, Kalman D..  (2015)  Monocarbonyl analogs of curcumin inhibit growth of antibiotic sensitive and resistant strains of Mycobacterium tuberculosis.,  92  [PMID:25618016] [10.1016/j.ejmech.2015.01.020]

Source

Source(1):

• Scientific Literature