1-{3-[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yloxy)-propoxyl-phenyl}-3-phenylpropan-1-one hydrochloride

ID: ALA4099755

PubChem CID: 137661421

Max Phase: Preclinical

Molecular Formula: C23H30ClN5O3

Molecular Weight: 423.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)N=C(N)N=C(N)N1OCCCOc1cccc(C(=O)CCc2ccccc2)c1.Cl

Standard InChI:  InChI=1S/C23H29N5O3.ClH/c1-23(2)27-21(24)26-22(25)28(23)31-15-7-14-30-19-11-6-10-18(16-19)20(29)13-12-17-8-4-3-5-9-17;/h3-6,8-11,16H,7,12-15H2,1-2H3,(H4,24,25,26,27);1H

Standard InChI Key:  OTMMSBDVBAVGAN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
    5.6567  -33.1155    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7134  -30.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901  -30.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018  -30.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999  -27.9865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1921  -28.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8993  -29.2327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6182  -28.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296  -29.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0486  -28.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7557  -29.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4788  -28.8528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1861  -29.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9050  -28.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6163  -29.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3354  -28.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3430  -28.0603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0425  -29.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7615  -28.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4729  -29.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1918  -28.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8990  -29.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8912  -30.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1723  -30.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4610  -30.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6044  -30.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8896  -30.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1783  -30.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726  -30.4623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654  -30.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7464  -30.4460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4732  -29.2163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 20 25  2  0
 26 15  1  0
 27 26  2  0
 28 27  1  0
 13 28  2  0
  3  7  1  0
 29  3  1  0
 30 29  2  0
 30 31  1  0
 32 30  1  0
  6 32  2  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: 423.52

Molecular Weight (Monoisotopic): 423.2270

AlogP: 2.88

#Rotatable Bonds: 10

Polar Surface Area: 115.53

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.57

CX LogP: 2.82

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -0.23

References

1. Ng HL, Ma X, Chew EH, Chui WK..  (2017)  Design, Synthesis, and Biological Evaluation of Coupled Bioactive Scaffolds as Potential Anticancer Agents for Dual Targeting of Dihydrofolate Reductase and Thioredoxin Reductase.,  60  (5): [PMID:28177228] [10.1021/acs.jmedchem.6b01253]

Source

Source(1):

• Scientific Literature