(R)-(+)-N-(3-aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]-pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide

ID: ALA3358249

Chembl Id: CHEMBL3358249

PubChem CID: 25207704

Max Phase: Preclinical

Molecular Formula: C28H33N5O2S

Molecular Weight: 503.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N(CCCN)[C@@H](c2nc3snc(C)c3c(=O)n2Cc2ccccc2)C(C)C)cc1

Standard InChI:  InChI=1S/C28H33N5O2S/c1-18(2)24(32(16-8-15-29)27(34)22-13-11-19(3)12-14-22)25-30-26-23(20(4)31-36-26)28(35)33(25)17-21-9-6-5-7-10-21/h5-7,9-14,18,24H,8,15-17,29H2,1-4H3/t24-/m1/s1

Standard InChI Key:  SMFXSYMLJDHGIE-XMMPIXPASA-N

Alternative Forms

1. Parent:

   

   ALA3358249

   N-(3-aminopropyl)-N-[(1R)-1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide

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: 503.67

Molecular Weight (Monoisotopic): 503.2355

AlogP: 4.71

#Rotatable Bonds: 9

Polar Surface Area: 94.11

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.77

CX LogP: 4.19

CX LogD: 1.91

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -1.25

References

1. Yang B, Lamb ML, Zhang T, Hennessy EJ, Grewal G, Sha L, Zambrowski M, Block MH, Dowling JE, Su N, Wu J, Deegan T, Mikule K, Wang W, Kaspera R, Chuaqui C, Chen H..  (2014)  Discovery of potent KIFC1 inhibitors using a method of integrated high-throughput synthesis and screening.,  57  (23): [PMID:25458601] [10.1021/jm501179r]

Source

Source(1):

• Scientific Literature