2-chloro-4-ethoxy-5-morpholino-N-(4,5,6,7-tetrahydrobenzo[d]thiazol-2-ylcarbamoyl)benzamide

ID: ALA4239086

PubChem CID: 145985690

Max Phase: Preclinical

Molecular Formula: C21H25ClN4O4S

Molecular Weight: 464.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(Cl)c(C(=O)NC(=O)Nc2nc3c(s2)CCCC3)cc1N1CCOCC1

Standard InChI:  InChI=1S/C21H25ClN4O4S/c1-2-30-17-12-14(22)13(11-16(17)26-7-9-29-10-8-26)19(27)24-20(28)25-21-23-15-5-3-4-6-18(15)31-21/h11-12H,2-10H2,1H3,(H2,23,24,25,27,28)

Standard InChI Key:  IAVNEGFLCSYXND-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    8.1664  -23.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1652  -24.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8733  -24.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5829  -24.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5801  -23.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8715  -22.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2913  -24.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9983  -24.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7067  -24.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8690  -22.0391    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8731  -25.3108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1640  -25.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1619  -26.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8676  -26.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5773  -26.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5811  -25.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4586  -22.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4584  -22.0395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7510  -23.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0431  -22.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3355  -23.2658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0429  -22.0399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6269  -22.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6275  -22.0402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526  -23.1049    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3746  -22.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8523  -21.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5227  -21.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7144  -20.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2367  -21.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5673  -22.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
  3 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  2  0
 24 27  1  0
 26 25  1  0
 25 23  1  0
 26 27  2  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4239086

   ---

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: 464.98

Molecular Weight (Monoisotopic): 464.1285

AlogP: 3.87

#Rotatable Bonds: 5

Polar Surface Area: 92.79

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.69

CX Basic pKa: 0.10

CX LogP: 4.21

CX LogD: 4.05

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.70

Np Likeness Score: -2.37

References

1. Ramesh R, Reddy DS..  (2018)  Quest for Novel Chemical Entities through Incorporation of Silicon in Drug Scaffolds.,  61  (9): [PMID:29039662] [10.1021/acs.jmedchem.7b00718]

2. Davidsson Ö, Nilsson K, Brånalt J, Andersson T, Berggren K, Chen Y, Fjellström O, Gradén H, Gustafsson L, Hermansson NO, Jansen F, Johannesson P, Ohlsson B, Tyrchan C, Wellner A, Wellner E, Ölwegård-Halvarsson M..  (2020)  Identification of novel GPR81 agonist lead series for target biology evaluation.,  30  (4): [PMID:31932225] [10.1016/j.bmcl.2020.126953]

Source

Source(1):

• Scientific Literature