(S)-1-(4,9-dihydroxy-12-((S)-2-(((4-hydroxyphenoxy)carbonyl)oxy)propyl)-2,6,7,11-tetramethoxy-3,10-dioxo-3,10-dihydroperylen-1-yl)propan-2-yl benzoate

ID: ALA3890384

Chembl Id: CHEMBL3890384

PubChem CID: 97041723

Max Phase: Preclinical

Molecular Formula: C44H38O14

Molecular Weight: 790.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(C[C@H](C)OC(=O)Oc2ccc(O)cc2)c2c3c(C[C@H](C)OC(=O)c4ccccc4)c(OC)c(=O)c4c(O)cc(OC)c(c5c(OC)cc(O)c(c1=O)c52)c43

Standard InChI:  InChI=1S/C44H38O14/c1-20(56-43(50)22-10-8-7-9-11-22)16-25-31-32-26(17-21(2)57-44(51)58-24-14-12-23(45)13-15-24)42(55-6)40(49)34-28(47)19-30(53-4)36(38(32)34)35-29(52-3)18-27(46)33(37(31)35)39(48)41(25)54-5/h7-15,18-21,45-47H,16-17H2,1-6H3/t20-,21-/m0/s1

Standard InChI Key:  SRJYZPCBWDVSGO-SFTDATJTSA-N

Alternative Forms

1. Parent:

   

   ALA3890384

   [(2S)-1-[3,10-dihydroxy-12-[(2S)-2-(4-hydroxyphenoxy)carbonyloxypropyl]-2,6,7,11-tetramethoxy-4,9-dioxoperylen-1-yl]propan-2-yl] benzoate

Molecule Features

Natural Product: Yes

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: 790.77

Molecular Weight (Monoisotopic): 790.2262

AlogP: 6.98

#Rotatable Bonds: 12

Polar Surface Area: 193.58

Molecular Species: ACID

HBA: 14

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.47

CX Basic pKa: 3.19

CX LogP: 8.31

CX LogD: 6.89

Aromatic Rings: 7

Heavy Atoms: 58

QED Weighted: 0.05

Np Likeness Score: 0.66

References

1. McCoy MA, Spicer D, Wells N, Hoogewijs K, Fiedler M, Baud MGJ..  (2022)  Biophysical Survey of Small-Molecule β-Catenin Inhibitors: A Cautionary Tale.,  65  (10.0): [PMID:35581674] [10.1021/acs.jmedchem.2c00228]

Source

Source(1):

• Scientific Literature