(R)-2-(6-carbamoyl-7-methoxyquinolin-4-ylamino)-3-mercaptopropanoic acid

ID: ALA3527517

PubChem CID: 118753340

Max Phase: Preclinical

Molecular Formula: C14H15N3O4S

Molecular Weight: 321.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nccc(N[C@@H](CS)C(=O)O)c2cc1C(N)=O

Standard InChI:  InChI=1S/C14H15N3O4S/c1-21-12-5-10-7(4-8(12)13(15)18)9(2-3-16-10)17-11(6-22)14(19)20/h2-5,11,22H,6H2,1H3,(H2,15,18)(H,16,17)(H,19,20)/t11-/m0/s1

Standard InChI Key:  YJEAMDJZVMBVHE-NSHDSACASA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   17.9962   -9.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9945  -10.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7099  -10.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7071   -9.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2813   -9.1061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5707   -9.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2833  -10.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5689  -10.3435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2823  -11.5800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4233   -9.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4245  -10.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1364  -10.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8521  -10.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8448   -9.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1321   -9.1020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1391  -11.5723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8510  -11.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8536  -12.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1401  -13.2199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5645  -11.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2807  -11.9817    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5697  -13.2196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 11  2  0
 10  4  2  0
  4  1  1  0
  1  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  7  9  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 17 16  1  1
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 18 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3527517

   ---

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: 321.36

Molecular Weight (Monoisotopic): 321.0783

AlogP: 1.14

#Rotatable Bonds: 6

Polar Surface Area: 114.54

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.40

CX Basic pKa: 8.23

CX LogP: -1.18

CX LogD: -1.24

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -0.47

References

1. Inoue K, Asai N, Mizuo H, Fukuda K, Kusano K, Yoshimura T..  (2012)  Unique metabolic pathway of [(14)C]lenvatinib after oral administration to male cynomolgus monkey.,  40  (4): [PMID:22207053] [10.1124/dmd.111.043281]

Source

Source(1):

• Scientific Literature