2-(8-cyclopropyl-2-methyl-9H-pyrido[2,3-b]indol-3-yl)-5-ethyl-1,3,4-thiadiazole

ID: ALA5092161

PubChem CID: 166632108

Max Phase: Preclinical

Molecular Formula: C19H18N4S

Molecular Weight: 334.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nnc(-c2cc3c(nc2C)[nH]c2c(C4CC4)cccc23)s1

Standard InChI:  InChI=1S/C19H18N4S/c1-3-16-22-23-19(24-16)14-9-15-13-6-4-5-12(11-7-8-11)17(13)21-18(15)20-10(14)2/h4-6,9,11H,3,7-8H2,1-2H3,(H,20,21)

Standard InChI Key:  WUIJYNFEAQTSHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
   33.8102  -14.8993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4732  -15.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2170  -16.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7589  -16.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5570  -16.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8104  -15.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2668  -15.2145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4016  -16.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1518  -15.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3568  -15.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8107  -15.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0652  -16.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8597  -16.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6098  -15.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1026  -14.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2737  -13.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4961  -13.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1005  -17.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9349  -17.9935    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.6387  -18.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2438  -17.8575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9138  -17.1142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7231  -19.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0614  -19.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  3  1  0
  2  1  1  0
  1  9  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  6 14  1  0
 16 15  1  0
 17 16  1  0
 15 17  1  0
 10 15  1  0
  5 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  2  0
 20 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5092161

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 334.45

Molecular Weight (Monoisotopic): 334.1252

AlogP: 4.98

#Rotatable Bonds: 3

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.32

CX Basic pKa: 1.84

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -0.90

References

1. Bessho Y, Akaki T, Hara Y, Yamakawa M, Obika S, Mori G, Ubukata M, Yasue K, Nakane Y, Terasako Y, Orita T, Doi S, Iwanaga T, Fujishima A, Adachi T, Ueno H, Motomura T..  (2021)  Structure-based drug design of novel and highly potent pyruvate dehydrogenase kinase inhibitors.,  52  [PMID:34808405] [10.1016/j.bmc.2021.116514]

Source

Source(1):

• Scientific Literature