methyl 4-oxo-6-(3-(2-(thiophen-2-yl)ethyl)ureido)-1,4-dihydroquinoline-2-carboxylate

ID: ALA4203612

PubChem CID: 145976274

Max Phase: Preclinical

Molecular Formula: C18H17N3O4S

Molecular Weight: 371.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)NCCc3cccs3)ccc2[nH]1

Standard InChI:  InChI=1S/C18H17N3O4S/c1-25-17(23)15-10-16(22)13-9-11(4-5-14(13)21-15)20-18(24)19-7-6-12-3-2-8-26-12/h2-5,8-10H,6-7H2,1H3,(H,21,22)(H2,19,20,24)

Standard InChI Key:  CMUCSDHHCWKMRM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   16.2118  -10.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0457   -9.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0446  -10.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7526  -10.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7509   -8.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4595   -9.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4628  -10.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1713  -10.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8809  -10.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8776   -9.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1646   -8.8506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1735  -11.3091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5840   -8.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5815   -8.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2930   -9.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2955  -10.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3366  -10.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6292  -10.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6298   -9.2709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9211  -10.4962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5042  -10.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7963  -10.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7101   -9.2751    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9107   -9.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5023   -9.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0494  -10.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  8 12  2  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
  3 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20  1  1  0
  1 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4203612

   ---

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: 371.42

Molecular Weight (Monoisotopic): 371.0940

AlogP: 2.74

#Rotatable Bonds: 5

Polar Surface Area: 100.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.79

CX Basic pKa: ┄

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -1.84

References

1. Ling T, Lang W, Feng X, Das S, Maier J, Jeffries C, Shelat A, Rivas F..  (2018)  Novel vitexin-inspired scaffold against leukemia.,  146  [PMID:29407975] [10.1016/j.ejmech.2018.01.004]

Source

Source(1):

• Scientific Literature