(1R,2R,4aS,11bR)-1,2-dihydroxy-1,2,4a,5-tetrahydro-[1,3]dioxolo[4,5-j]phenanthridin-6(11bH)-one

ID: ALA478802

Chembl Id: CHEMBL478802

PubChem CID: 44584631

Max Phase: Preclinical

Molecular Formula: C14H13NO5

Molecular Weight: 275.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N[C@H]2C=C[C@@H](O)[C@H](O)[C@@H]2c2cc3c(cc21)OCO3

Standard InChI:  InChI=1S/C14H13NO5/c16-9-2-1-8-12(13(9)17)6-3-10-11(20-5-19-10)4-7(6)14(18)15-8/h1-4,8-9,12-13,16-17H,5H2,(H,15,18)/t8-,9+,12+,13-/m0/s1

Standard InChI Key:  UJOSGFCSMQYABC-ZFWZSOMGSA-N

Alternative Forms

1. Parent:

   

   ALA478802

   (1R,2R,4aS,11bR)-1,2-dihydroxy-2,4a,5,11b-tetrahydro-1H-[1,3]dioxolo[4,5-j]phenanthridin-6-one

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: 275.26

Molecular Weight (Monoisotopic): 275.0794

AlogP: -0.10

#Rotatable Bonds: ┄

Polar Surface Area: 88.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.40

CX Basic pKa: ┄

CX LogP: -0.47

CX LogD: -0.47

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.58

Np Likeness Score: 1.92

References

1. Gabrielsen B, Monath TP, Huggins JW, Kefauver DF, Pettit GR, Groszek G, Hollingshead M, Kirsi JJ, Shannon WM, Schubert EM..  (1992)  Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.,  55  (11): [PMID:1336040] [10.1021/np50089a003]

Source

Source(1):

• Scientific Literature