N-((2-(thiophen-2-yl)thiazol-4-yl)methyl)-2H-chromene-3-carboxamide

ID: ALA1673318

PubChem CID: 2738825

Max Phase: Preclinical

Molecular Formula: C18H14N2O2S2

Molecular Weight: 354.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: SCR 01311 | CHEMBL1673318|ZINC01034831|Maybridge3_006006|HMS1448A22|BDBM50336527|CCG-42327|SCR 01311|IDI1_017393|NS00097903|SR-01000004523|SR-01000004523-1|SR-01000004523-2|N-((2-(thiophen-2-yl)thiazol-4-yl)methyl)-2H-chromene-3-carboxamide

Canonical SMILES:  O=C(NCc1csc(-c2cccs2)n1)C1=Cc2ccccc2OC1

Standard InChI:  InChI=1S/C18H14N2O2S2/c21-17(13-8-12-4-1-2-5-15(12)22-10-13)19-9-14-11-24-18(20-14)16-6-3-7-23-16/h1-8,11H,9-10H2,(H,19,21)

Standard InChI Key:  YBHLYRJZHRTXQB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   12.1739    0.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8903    1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8874    1.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1721    2.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4591    1.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4633    1.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7528    2.3399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0336    1.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0295    1.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7445    0.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3126    0.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6007    1.1134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3076   -0.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8838    0.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1718    1.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0909    1.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2851    2.1172    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8683    1.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4166    0.7888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    1.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5524    2.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7715    1.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7834    0.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5716    0.7170    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
 11 12  1  0
  5  1  1  0
 11 13  2  0
  2  3  1  0
 12 14  1  0
 14 15  1  0
 18 19  2  0
  3  4  2  0
 16 17  1  0
  4  6  1  0
  5 10  1  0
  6  7  1  0
 15 16  2  0
 17 18  1  0
 19 15  1  0
  7  8  1  0
 18 20  1  0
 23 24  1  0
  8  9  1  0
 21 22  1  0
  9 10  2  0
  5  6  2  0
  9 11  1  0
 20 21  2  0
 22 23  2  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1673318

   SCR 01311

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: 354.46

Molecular Weight (Monoisotopic): 354.0497

AlogP: 3.96

#Rotatable Bonds: 4

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.30

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -1.89

References

1. King-Keller S, Li M, Smith A, Zheng S, Kaur G, Yang X, Wang B, Docampo R..  (2010)  Chemical validation of phosphodiesterase C as a chemotherapeutic target in Trypanosoma cruzi, the etiological agent of Chagas' disease.,  54  (9): [PMID:20625148] [10.1128/aac.00313-10]

Source

Source(1):

• Scientific Literature