ID: ALA5180953

Max Phase: Preclinical

Molecular Formula: C27H27N7O3

Molecular Weight: 497.56

Representations

Canonical SMILES:  O=c1[nH]c(=O)n(C2CC2)c2nc(Cc3nc4cc(N5CCOCC5)ccc4[nH]3)n(Cc3ccccc3)c12

Standard InChI:  InChI=1S/C27H27N7O3/c35-26-24-25(34(18-6-7-18)27(36)31-26)30-23(33(24)16-17-4-2-1-3-5-17)15-22-28-20-9-8-19(14-21(20)29-22)32-10-12-37-13-11-32/h1-5,8-9,14,18H,6-7,10-13,15-16H2,(H,28,29)(H,31,35,36)

Standard InChI Key:  HSSNSHFUCPKNBY-UHFFFAOYSA-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: 497.56

Molecular Weight (Monoisotopic): 497.2175

AlogP: 2.57

#Rotatable Bonds: 6

Polar Surface Area: 113.83

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.24

CX Basic pKa: 6.90

CX LogP: 2.93

CX LogD: 2.81

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.37

Np Likeness Score: -1.66

References

1. Specker E, Matthes S, Wesolowski R, Schütz A, Grohmann M, Alenina N, Pleimes D, Mallow K, Neuenschwander M, Gogolin A, Weise M, Pfeifer J, Ziebart N, Heinemann U, von Kries JP, Nazaré M, Bader M..  (2022)  Structure-Based Design of Xanthine-Benzimidazole Derivatives as Novel and Potent Tryptophan Hydroxylase Inhibitors.,  65  (16.0): [PMID:35921615] [10.1021/acs.jmedchem.2c00598]

Source

Source(1):

• Scientific Literature