ID: ALA2403407

Max Phase: Preclinical

Molecular Formula: C42H54O8

Molecular Weight: 686.89

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)Oc1ccc(C(=O)C2=C(O)[C@]3(CC=C(C)C)C[C@H](CC=C(C)C)[C@@](C)(CCC=C(C)C)[C@](CC=C(C)C)(C2=O)C3=O)cc1OC(C)=O

Standard InChI:  InChI=1S/C42H54O8/c1-25(2)13-12-20-40(11)32(16-14-26(3)4)24-41(21-18-27(5)6)37(46)35(38(47)42(40,39(41)48)22-19-28(7)8)36(45)31-15-17-33(49-29(9)43)34(23-31)50-30(10)44/h13-15,17-19,23,32,46H,12,16,20-22,24H2,1-11H3/t32-,40+,41-,42+/m0/s1

Standard InChI Key:  JSPAUEJYLDDDFR-AOTOHQJUSA-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: 686.89

Molecular Weight (Monoisotopic): 686.3819

AlogP: 9.50

#Rotatable Bonds: 13

Polar Surface Area: 124.04

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.18

CX Basic pKa:

CX LogP: 9.06

CX LogD: 5.61

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.05

Np Likeness Score: 1.95

References

1. Dias KS, Januário JP, D' Dego JL, Dias AL, dos Santos MH, Camps I, Coelho LF, Viegas C..  (2012)  Semisynthesis and antimicrobial activity of novel guttiferone-A derivatives.,  20  (8): [PMID:22401914] [10.1016/j.bmc.2012.02.023]

2. Fromentin Y, Gaboriaud-Kolar N, Lenta BN, Wansi JD, Buisson D, Mouray E, Grellier P, Loiseau PM, Lallemand MC, Michel S..  (2013)  Synthesis of novel guttiferone A derivatives: in-vitro evaluation toward Plasmodium falciparum, Trypanosoma brucei and Leishmania donovani.,  65  [PMID:23727538] [10.1016/j.ejmech.2013.04.066]

Source

Source(1):

• Scientific Literature