8-methoxy-2,5,5-trimethyl-5,6-dihydrobenzo[h]quinazolin-4-amine

ID: ALA4741261

PubChem CID: 162646658

Max Phase: Preclinical

Molecular Formula: C16H19N3O

Molecular Weight: 269.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CC(C)(C)c1c(N)nc(C)nc1-2

Standard InChI:  InChI=1S/C16H19N3O/c1-9-18-14-12-6-5-11(20-4)7-10(12)8-16(2,3)13(14)15(17)19-9/h5-7H,8H2,1-4H3,(H2,17,18,19)

Standard InChI Key:  GAIABAJXPGBPTF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   30.6859  -13.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2815  -12.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8725  -13.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7051  -12.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4189  -11.9089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4161  -11.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7033  -10.6768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9929  -11.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9970  -11.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5726  -11.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5767  -11.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2912  -10.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2985   -9.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5920   -9.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8767   -9.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8729  -10.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7049  -13.1438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1707   -9.4402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4613   -9.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1217  -10.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  9  1  0
  8  9  2  0
  8  2  1  0
  9 12  1  0
 11 10  1  0
 10  2  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
  4 17  1  0
 15 18  1  0
 18 19  1  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741261

   ---

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: 269.35

Molecular Weight (Monoisotopic): 269.1528

AlogP: 2.88

#Rotatable Bonds: 1

Polar Surface Area: 61.03

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.60

CX LogP: 3.45

CX LogD: 3.44

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: -0.24

References

1. Fukuda T,Ishiyama T,Katagiri T,Ueda K,Muramatsu S,Hashimoto M,Aki A,Baba D,Watanabe K,Tanaka N.  (2018)  Discovery of DS42450411 as a potent orally active hepcidin production inhibitor: Design and optimization of novel 4-aminopyrimidine derivatives.,  28  (20): [PMID:30217414] [10.1016/j.bmcl.2018.09.010]

Source

Source(1):

• Scientific Literature