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

ID: ALA4741586

PubChem CID: 134817498

Max Phase: Preclinical

Molecular Formula: C15H17N3O

Molecular Weight: 255.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CC(C)(C)c1c(N)ncnc1-2

Standard InChI:  InChI=1S/C15H17N3O/c1-15(2)7-9-6-10(19-3)4-5-11(9)13-12(15)14(16)18-8-17-13/h4-6,8H,7H2,1-3H3,(H2,16,17,18)

Standard InChI Key:  JWHJIHHTDSIYQK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   32.5267  -20.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1222  -19.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7133  -20.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5458  -19.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2596  -19.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2568  -18.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5441  -18.1801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8337  -19.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8378  -18.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4133  -19.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4174  -18.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1320  -18.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1393  -17.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4328  -16.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7175  -17.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7137  -18.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5456  -20.6471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0114  -16.9435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0147  -16.1263    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
M  END

Alternative Forms

1. Parent:

   

   ALA4741586

   ---

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: 255.32

Molecular Weight (Monoisotopic): 255.1372

AlogP: 2.57

#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: 4.60

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 0.04

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