ID: ALA488203

Max Phase: Preclinical

Molecular Formula: C18H25NO5

Molecular Weight: 335.40

Molecule Type: Small molecule

Representations

Synonyms (1): Integerrimine
Synonyms from Alternative Forms(1):

Canonical SMILES:  C/C=C1\C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23

Standard InChI:  InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4+/t11-,14-,15-,18-/m1/s1

Standard InChI Key:  HKODIGSRFALUTA-IKZAEVNJSA-N

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

Properties

Molecular Weight: 335.40

Molecular Weight (Monoisotopic): 335.1733

AlogP: 1.19

#Rotatable Bonds: 0

Polar Surface Area: 76.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.37

CX Basic pKa: 8.14

CX LogP: 1.64

CX LogD: 0.84

Aromatic Rings: 0

Heavy Atoms: 24

QED Weighted: 0.41

Np Likeness Score: 2.96

References

1. Zalkow LH, Asibal CF, Glinski JA, Bonetti SJ, Gelbaum LT, VanDerveer D, Powis G..  (1988)  Macrocyclic pyrrolizidine alkaloids from Senecio anonymus. Separation of a complex alkaloid extract using droplet counter-current chromatography.,  51  (4): [PMID:3210016] [10.1021/np50058a005]

2.  (2008)  36  (3): [10.1016/jbse.2007.08.015]

Source

Source(1):

• Scientific Literature