ethyl 5-(furan-2-carboxamido)-4-thiocyanatothiophene-2-carboxylate

ID: ALA5287264

Max Phase: Preclinical

Molecular Formula: C13H10N2O4S2

Molecular Weight: 322.37

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc(SC#N)c(NC(=O)c2ccco2)s1

Standard InChI:  InChI=1S/C13H10N2O4S2/c1-2-18-13(17)10-6-9(20-7-14)12(21-10)15-11(16)8-4-3-5-19-8/h3-6H,2H2,1H3,(H,15,16)

Standard InChI Key:  JNCXDHJESZUKOC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -1.7379    0.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0234    1.2490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7379    0.0112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526    1.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1673    0.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7861    1.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554    2.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311    2.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3087    0.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4059    1.2490    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247    0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939   -0.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1302    0.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138   -0.5481    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -1.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2866   -2.1424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218    0.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354    1.6883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    0.3076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2025    0.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -0.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  8  7  1  0
  4  8  2  0
  2  9  1  0
 10  9  1  0
 10 11  1  0
 11 12  2  0
 13 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  3  0
 11 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287264

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 322.37

Molecular Weight (Monoisotopic): 322.0082

AlogP: 3.34

#Rotatable Bonds: 5

Polar Surface Area: 92.33

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.36

CX Basic pKa: ┄

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.52

Np Likeness Score: -1.83

References

1. Zhao JY, Feng KR, Wang F, Zhang JW, Cheng JF, Lin GQ, Gao D, Tian P..  (2021)  A retrospective overview of PHGDH and its inhibitors for regulating cancer metabolism.,  217  [PMID:33756126] [10.1016/j.ejmech.2021.113379]

Source

Source(1):

• Scientific Literature