2-((4-methoxyphenyl)diphenylmethylthio)ethanamine

ID: ALA1818529

Chembl Id: CHEMBL1818529

Cas Number: 500999-99-5

PubChem CID: 13008994

Max Phase: Preclinical

Molecular Formula: C22H23NOS

Molecular Weight: 349.50

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-753791 | CHEMBL1818529|500999-99-5|SCHEMBL12417490|DTXSID40514914|2-{[(4-Methoxyphenyl)(diphenyl)methyl]sulfanyl}ethan-1-amine|BDBM50351254|NSC-753791

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

Alternative Forms

1. Parent:

   

   ALA1818529

   2-{[(4-Methoxyphenyl)(diphenyl)methyl]sulfanyl}ethan-1-amine

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: 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: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

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