1-(3-((((2R,3S,4R,5R)-5-(4-amino-5-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-tert-butylphenyl)urea

ID: ALA4559614

PubChem CID: 155558010

Max Phase: Preclinical

Molecular Formula: C28H40ClN7O4

Molecular Weight: 574.13

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)N(CCCNC(=O)Nc1ccc(C(C)(C)C)cc1)C[C@H]1O[C@@H](n2cc(Cl)c3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C28H40ClN7O4/c1-16(2)35(12-6-11-31-27(39)34-18-9-7-17(8-10-18)28(3,4)5)14-20-22(37)23(38)26(40-20)36-13-19(29)21-24(30)32-15-33-25(21)36/h7-10,13,15-16,20,22-23,26,37-38H,6,11-12,14H2,1-5H3,(H2,30,32,33)(H2,31,34,39)/t20-,22-,23-,26-/m1/s1

Standard InChI Key:  BYNIEOFYNNLCCW-HUBRGWSESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4559614

   ---

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: 574.13

Molecular Weight (Monoisotopic): 573.2830

AlogP: 3.51

#Rotatable Bonds: 9

Polar Surface Area: 150.79

Molecular Species: BASE

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.45

CX Basic pKa: 8.63

CX LogP: 3.34

CX LogD: 2.08

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.24

Np Likeness Score: -0.76

References

1. Spurr SS, Bayle ED, Yu W, Li F, Tempel W, Vedadi M, Schapira M, Fish PV..  (2016)  New small molecule inhibitors of histone methyl transferase DOT1L with a nitrile as a non-traditional replacement for heavy halogen atoms.,  26  (18): [PMID:27485386] [10.1016/j.bmcl.2016.07.041]

Source

Source(1):

• Scientific Literature