N-(3-aminopropyl)-2-(7,8-dimethyl-2,4-dioxo-10-((2S,3S,4R)-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridin-3(2H,4H,10H)-yl)acetamide

ID: ALA1946750

Chembl Id: CHEMBL1946750

PubChem CID: 57393523

Max Phase: Preclinical

Molecular Formula: C22H30N6O7

Molecular Weight: 490.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2nc3c(=O)n(CC(=O)NCCCN)c(=O)nc-3n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C

Standard InChI:  InChI=1S/C22H30N6O7/c1-11-6-13-14(7-12(11)2)27(8-15(30)19(33)16(31)10-29)20-18(25-13)21(34)28(22(35)26-20)9-17(32)24-5-3-4-23/h6-7,15-16,19,29-31,33H,3-5,8-10,23H2,1-2H3,(H,24,32)/t15-,16+,19-/m0/s1

Standard InChI Key:  KMMWBRHPYUHWIV-FCEWJHQRSA-N

Alternative Forms

1. Parent:

   

   ALA1946750

   N-(3-aminopropyl)-2-[7,8-dimethyl-2,4-dioxo-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridin-3-yl]acetamide

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: 490.52

Molecular Weight (Monoisotopic): 490.2176

AlogP: -2.79

#Rotatable Bonds: 10

Polar Surface Area: 205.82

Molecular Species: BASE

HBA: 12

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.85

CX Basic pKa: 9.77

CX LogP: -2.54

CX LogD: -4.82

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.13

Np Likeness Score: -0.38

References

1. Plantinga A, Witte A, Li MH, Harmon A, Choi SK, Banaszak Holl MM, Orr BG, Baker JR, Sinniah K..  (2011)  Bioanalytical Screening of Riboflavin Antagonists for Targeted Drug Delivery - A Thermodynamic and Kinetic Study.,  2  (5): [PMID:21686082] [10.1021/ml100296z]

Source

Source(1):

• Scientific Literature