5-Benzo[b]thiophen-3-yl-4-(5-phenyl-thiophen-2-yl)-pyrimidine

ID: ALA3422863

PubChem CID: 118735947

Max Phase: Preclinical

Molecular Formula: C22H14N2S2

Molecular Weight: 370.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(-c2ccc(-c3ncncc3-c3csc4ccccc34)s2)cc1

Standard InChI:  InChI=1S/C22H14N2S2/c1-2-6-15(7-3-1)19-10-11-21(26-19)22-17(12-23-14-24-22)18-13-25-20-9-5-4-8-16(18)20/h1-14H

Standard InChI Key:  ODZNJEYARXRPMH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.3443   -5.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8565   -5.2005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781   -3.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852   -2.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -2.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3842   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2449   -0.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4120    0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8116    0.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3422863

   ---

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: 370.50

Molecular Weight (Monoisotopic): 370.0598

AlogP: 6.75

#Rotatable Bonds: 3

Polar Surface Area: 25.78

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.14

CX LogP: 6.03

CX LogD: 6.03

Aromatic Rings: 5

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: -1.06

References

1. Verbitskiy EV, Cheprakova EM, Slepukhin PA, Kravchenko MA, Skornyakov SN, Rusinov GL, Chupakhin ON, Charushin VN..  (2015)  Synthesis, and structure-activity relationship for C(4) and/or C(5) thienyl substituted pyrimidines, as a new family of antimycobacterial compounds.,  97  [PMID:25982331] [10.1016/j.ejmech.2015.05.007]

Source

Source(1):

• Scientific Literature