ID: ALA4762439

Max Phase: Preclinical

Molecular Formula: C43H60O4

Molecular Weight: 640.95

Molecule Type: Unknown

Representations

Canonical SMILES:  C=C(C)[C@@H]1CCC(C)=C[C@H]1c1c(O)cc(CCCCC)c(Cc2c(CCCCC)cc(O)c([C@@H]3C=C(C)CC[C@H]3C(=C)C)c2O)c1O

Standard InChI:  InChI=1S/C43H60O4/c1-9-11-13-15-30-23-38(44)40(36-21-28(7)17-19-32(36)26(3)4)42(46)34(30)25-35-31(16-14-12-10-2)24-39(45)41(43(35)47)37-22-29(8)18-20-33(37)27(5)6/h21-24,32-33,36-37,44-47H,3,5,9-20,25H2,1-2,4,6-8H3/t32-,33-,36+,37+/m0/s1

Standard InChI Key:  UMJIRNQSAUOZKO-HEZKMHOLSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 640.95

Molecular Weight (Monoisotopic): 640.4492

AlogP: 11.60

#Rotatable Bonds: 14

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.62

CX Basic pKa:

CX LogP: 12.77

CX LogD: 12.56

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.12

Np Likeness Score: 1.22

References

1. Chianese G,Lopatriello A,Schiano-Moriello A,Caprioglio D,Mattoteia D,Benetti E,Ciceri D,Arnoldi L,De Combarieu E,Vitale RM,Amodeo P,Appendino G,De Petrocellis L,Taglialatela-Scafati O.  (2020)  Cannabitwinol, a Dimeric Phytocannabinoid from Hemp, Cannabis sativa L., Is a Selective Thermo-TRP Modulator.,  83  (9): [PMID:32880179] [10.1021/acs.jnatprod.0c00668]

Source

Source(1):

• Scientific Literature