ID: ALA5191411

Max Phase: Preclinical

Molecular Formula: C27H39N7O3

Molecular Weight: 509.66

Representations

Canonical SMILES:  CN(CCCNC(=O)Nc1ccc(C(C)(C)C)cc1)C[C@H]1C[C@@H](c2ccc3c(N)ncnn23)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C27H39N7O3/c1-27(2,3)18-6-8-19(9-7-18)32-26(37)29-12-5-13-33(4)15-17-14-20(24(36)23(17)35)21-10-11-22-25(28)30-16-31-34(21)22/h6-11,16-17,20,23-24,35-36H,5,12-15H2,1-4H3,(H2,28,30,31)(H2,29,32,37)/t17-,20+,23-,24+/m1/s1

Standard InChI Key:  RFGUNGMQLCSOBC-YSFUMNCJSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 509.66

Molecular Weight (Monoisotopic): 509.3114

AlogP: 2.58

#Rotatable Bonds: 8

Polar Surface Area: 141.04

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.38

CX Basic pKa: 9.24

CX LogP: 1.87

CX LogD: 0.03

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: -1.09

References

1. Khirsariya P, Pospíšil P, Maier L, Boudný M, Babáš M, Kroutil O, Mráz M, Vácha R, Paruch K..  (2022)  Synthesis and Profiling of Highly Selective Inhibitors of Methyltransferase DOT1L Based on Carbocyclic C-Nucleosides.,  65  (7.0): [PMID:35302777] [10.1021/acs.jmedchem.1c02228]

2. Khirsariya P, Pospíšil P, Maier L, Boudný M, Babáš M, Kroutil O, Mráz M, Vácha R, Paruch K..  (2022)  Synthesis and Profiling of Highly Selective Inhibitors of Methyltransferase DOT1L Based on Carbocyclic C-Nucleosides.,  65  (7.0): [PMID:35302777] [10.1021/acs.jmedchem.1c02228]

Source

Source(1):

• Scientific Literature