1-[3-(Adamantan-1-ylmethoxy)-phenyl]-6,6-dimethyl-1,6-dihydro-[1,3,5]triazine-2,4-diamine

ID: ALA33205

Chembl Id: CHEMBL33205

Max Phase: Preclinical

Molecular Formula: C22H31N5O

Molecular Weight: 381.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)N=C(N)N=C(N)N1c1cccc(OC[C@]23C[C@H]4C[C@H](C[C@H](C4)C2)C3)c1

Standard InChI:  InChI=1S/C22H31N5O/c1-21(2)26-19(23)25-20(24)27(21)17-4-3-5-18(9-17)28-13-22-10-14-6-15(11-22)8-16(7-14)12-22/h3-5,9,14-16H,6-8,10-13H2,1-2H3,(H4,23,24,25,26)/t14-,15+,16-,22-

Standard InChI Key:  RSSJVHOWPFYJAW-OFWUGVANSA-N

Alternative Forms

1. Parent:

   

   ALA33205

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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: 381.52

Molecular Weight (Monoisotopic): 381.2529

AlogP: 3.47

#Rotatable Bonds: 4

Polar Surface Area: 89.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.89

CX LogP: 3.37

CX LogD: 2.76

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.84

Np Likeness Score: -0.31

References

1. Hansch C, Hathaway BA, Guo ZR, Selassie CD, Dietrich SW, Blaney JM, Langridge R, Volz KW, Kaufman BT..  (1984)  Crystallography, quantitative structure-activity relationships, and molecular graphics in a comparative analysis of the inhibition of dihydrofolate reductase from chicken liver and Lactobacillus casei by 4,6-diamino-1,2-dihydro-2,2-dimethyl-1-(substituted-phenyl)-s-triazine s.,  27  (2): [PMID:6420569] [10.1021/jm00368a006]

Source

Source(1):

• Scientific Literature