N-(2-(1H-indol-3-yl)ethyl)-7-hydroxy-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxamide

ID: ALA5275617

Max Phase: Preclinical

Molecular Formula: C17H14N4O3S

Molecular Weight: 354.39

Names and Identifiers

Canonical SMILES:  O=C(NCCc1c[nH]c2ccccc12)c1c(O)nc2sccn2c1=O

Standard InChI:  InChI=1S/C17H14N4O3S/c22-14(13-15(23)20-17-21(16(13)24)7-8-25-17)18-6-5-10-9-19-12-4-2-1-3-11(10)12/h1-4,7-9,19,23H,5-6H2,(H,18,22)

Standard InChI Key:  VJNNBHXVPIDOHO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -2.7930   -1.3975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2752   -0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7712   -0.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9694   -0.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9694   -1.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055   -0.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2264    0.1264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9583   -0.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6902    0.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6902    0.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4221    1.3972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512    0.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749    1.2316    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4571    0.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9531   -0.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512    0.1301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240   -0.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240   -1.1367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9583   -1.1413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9583    1.3975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1167   -0.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4571    0.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9572    0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1131    0.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  5  1  1  0
  6  4  1  0
  7  6  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 13 14  1  0
 14 15  1  0
 16 15  2  0
 17 16  1  0
 17 13  1  0
 18 17  1  0
 10 18  1  0
 18 19  2  0
  9 20  2  0
 11 21  1  0
  2 22  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
  3 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5275617

   ---

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: 354.39

Molecular Weight (Monoisotopic): 354.0787

AlogP: 1.92

#Rotatable Bonds: 4

Polar Surface Area: 99.49

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.99

CX Basic pKa: ┄

CX LogP: 2.14

CX LogD: 2.04

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: -1.47

References

1. Sethi A, Sanam S, Alvala M..  (2021)  Non-carbohydrate strategies to inhibit lectin proteins with special emphasis on galectins.,  222  [PMID:34146913] [10.1016/j.ejmech.2021.113561]

Source

Source(1):

• Scientific Literature