ID: ALA2057909

Max Phase: Preclinical

Molecular Formula: C20H27N3O6S

Molecular Weight: 437.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@H](NS(=O)(=O)CCCOCn1ccc(=O)[nH]c1=O)c1cccc(OCC2CC2)c1

Standard InChI:  InChI=1S/C20H27N3O6S/c1-15(17-4-2-5-18(12-17)29-13-16-6-7-16)22-30(26,27)11-3-10-28-14-23-9-8-19(24)21-20(23)25/h2,4-5,8-9,12,15-16,22H,3,6-7,10-11,13-14H2,1H3,(H,21,24,25)/t15-/m1/s1

Standard InChI Key:  RUTIJDIFSWFFMD-OAHLLOKOSA-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: 437.52

Molecular Weight (Monoisotopic): 437.1621

AlogP: 1.37

#Rotatable Bonds: 12

Polar Surface Area: 119.49

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.69

CX Basic pKa:

CX LogP: 0.92

CX LogD: 0.92

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -1.20

References

1. Miyahara S, Miyakoshi H, Yokogawa T, Chong KT, Taguchi J, Muto T, Endoh K, Yano W, Wakasa T, Ueno H, Takao Y, Fujioka A, Hashimoto A, Itou K, Yamamura K, Nomura M, Nagasawa H, Shuto S, Fukuoka M..  (2012)  Discovery of a novel class of potent human deoxyuridine triphosphatase inhibitors remarkably enhancing the antitumor activity of thymidylate synthase inhibitors.,  55  (7): [PMID:22339362] [10.1021/jm201628y]

2. Miyahara S, Miyakoshi H, Yokogawa T, Chong KT, Taguchi J, Muto T, Endoh K, Yano W, Wakasa T, Ueno H, Takao Y, Fujioka A, Hashimoto A, Itou K, Yamamura K, Nomura M, Nagasawa H, Shuto S, Fukuoka M..  (2012)  Discovery of highly potent human deoxyuridine triphosphatase inhibitors based on the conformation restriction strategy.,  55  (11): [PMID:22607122] [10.1021/jm300416h]

3.  (2013)  Uracil compound or salt thereof having human deoxyuridine triphosphatase inhibitory activity, 

4.  (2014)  Anti-tumor effect potentiator, 

Source

Source(2):

• Scientific Literature
• BindingDB Database