2-(2-(4-chlorophenylcarbamoyl)-6-methylquinazolin-4-ylamino)ethanaminium 2,2,2-trifluoroacetate

ID: ALA3425689

PubChem CID: 145948568

Max Phase: Preclinical

Molecular Formula: C20H19ClF3N5O3

Molecular Weight: 355.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc(C(=O)Nc3ccc(Cl)cc3)nc(NCCN)c2c1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C18H18ClN5O.C2HF3O2/c1-11-2-7-15-14(10-11)16(21-9-8-20)24-17(23-15)18(25)22-13-5-3-12(19)4-6-13;3-2(4,5)1(6)7/h2-7,10H,8-9,20H2,1H3,(H,22,25)(H,21,23,24);(H,6,7)

Standard InChI Key:  YBCBBBUXSFWPPK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
    8.9926   -1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6926   -0.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6926    0.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6531   -1.3588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0320   -0.9095    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0317   -2.1093    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9926   -2.7091    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5870   -3.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812   -5.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907   -2.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177   -5.8599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321   -1.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9141    2.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8113    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1103    1.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1101    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8110    3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    2.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1493    3.5928    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  8  9  1  0
  8 10  1  0
  9 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 12 21  2  0
 16 21  1  0
 18 22  1  0
 10 15  1  0
 13 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 29 32  1  0
M  END

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: 355.83

Molecular Weight (Monoisotopic): 355.1200

AlogP: 3.21

#Rotatable Bonds: 5

Polar Surface Area: 92.93

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.61

CX LogP: 3.64

CX LogD: 1.46

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -1.65

References

1. Nepomuceno GM, Chan KM, Huynh V, Martin KS, Moore JT, O'Brien TE, Pollo LA, Sarabia FJ, Tadeus C, Yao Z, Anderson DE, Ames JB, Shaw JT..  (2015)  Synthesis and Evaluation of Quinazolines as Inhibitors of the Bacterial Cell Division Protein FtsZ.,  6  (3): [PMID:25815151] [10.1021/ml500497s]

Source

Source(1):

• Scientific Literature