ID: ALA1818529

Max Phase: Preclinical

Molecular Formula: C22H23NOS

Molecular Weight: 349.50

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-753791
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1ccc(C(SCCN)(c2ccccc2)c2ccccc2)cc1

Standard InChI:  InChI=1S/C22H23NOS/c1-24-21-14-12-20(13-15-21)22(25-17-16-23,18-8-4-2-5-9-18)19-10-6-3-7-11-19/h2-15H,16-17,23H2,1H3

Standard InChI Key:  USJAPMAPKACCAJ-UHFFFAOYSA-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: 349.50

Molecular Weight (Monoisotopic): 349.1500

AlogP: 4.68

#Rotatable Bonds: 7

Polar Surface Area: 35.25

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.69

CX LogP: 4.85

CX LogD: 2.64

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: -0.40

References

1. Rodriguez D, Ramesh C, Henson LH, Wilmeth L, Bryant BK, Kadavakollu S, Hirsch R, Montoya J, Howell PR, George JM, Alexander D, Johnson DL, Arterburn JB, Shuster CB..  (2011)  Synthesis and characterization of tritylthioethanamine derivatives with potent KSP inhibitory activity.,  19  (18): [PMID:21855351] [10.1016/j.bmc.2011.07.054]

2. Good JA, Wang F, Rath O, Kaan HY, Talapatra SK, Podgórski D, MacKay SP, Kozielski F..  (2013)  Optimized S-trityl-L-cysteine-based inhibitors of kinesin spindle protein with potent in vivo antitumor activity in lung cancer xenograft models.,  56  (5): [PMID:23394180] [10.1021/jm3014597]

Source

Source(1):

• Scientific Literature