4-(2,3-Dichlorophenyl)-6-methyl-1H-benzo[d]imidazol-2-amine

ID: ALA4568781

PubChem CID: 155560275

Max Phase: Preclinical

Molecular Formula: C14H11Cl2N3

Molecular Weight: 292.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cccc(Cl)c2Cl)c2nc(N)[nH]c2c1

Standard InChI:  InChI=1S/C14H11Cl2N3/c1-7-5-9(8-3-2-4-10(15)12(8)16)13-11(6-7)18-14(17)19-13/h2-6H,1H3,(H3,17,18,19)

Standard InChI Key:  RPTCZMDHFOOKHF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   20.1323  -21.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8420  -20.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8392  -19.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1306  -19.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4243  -20.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4210  -19.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6391  -19.7237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1591  -20.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6445  -21.0521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3385  -20.3844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1340  -22.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4246  -22.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4240  -23.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1322  -23.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8423  -23.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8394  -22.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5461  -22.0148    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.5514  -23.6466    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.5453  -19.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 11  1  0
 16 17  1  0
 15 18  1  0
  3 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568781

   ---

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: 292.17

Molecular Weight (Monoisotopic): 291.0330

AlogP: 4.43

#Rotatable Bonds: 1

Polar Surface Area: 54.70

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.63

CX Basic pKa: 7.95

CX LogP: 4.48

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -0.69

References

1. Farand J, Kropf JE, Blomgren P, Xu J, Schmitt AC, Newby ZE, Wang T, Murakami E, Barauskas O, Sudhamsu J, Feng JY, Niedziela-Majka A, Schultz BE, Schwartz K, Viatchenko-Karpinski S, Kornyeyev D, Kashishian A, Fan P, Chen X, Lansdon EB, Ports MO, Currie KS, Watkins WJ, Notte GT..  (2020)  Discovery of Potent and Selective MTH1 Inhibitors for Oncology: Enabling Rapid Target (In)Validation.,  11  (3): [PMID:32184970] [10.1021/acsmedchemlett.9b00420]

Source

Source(1):

• Scientific Literature