4-[4-[(2S,3S)-4-[4-(4-carboxy-3-methoxy-2,5,6-trimethyl-phenoxy)carbonyl-3-methoxy-2,5,6-trimethyl-phenoxy]-2,3-dihydroxy-butoxy]-2-methoxy-3,5,6-trimethyl-benzoyl]oxy-2-methoxy-3,5,6-trimethyl-benzoic acid

ID: ALA4520122

Chembl Id: CHEMBL4520122

PubChem CID: 155542238

Max Phase: Preclinical

Molecular Formula: C48H58O16

Molecular Weight: 890.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(C)c(OC(=O)c2c(C)c(C)c(OC[C@H](O)[C@@H](O)COc3c(C)c(C)c(C(=O)Oc4c(C)c(C)c(C(=O)O)c(OC)c4C)c(OC)c3C)c(C)c2OC)c(C)c(C)c1C(=O)O

Standard InChI:  InChI=1S/C48H58O16/c1-19-25(7)39(29(11)41(57-13)33(19)45(51)52)63-47(55)35-21(3)23(5)37(27(9)43(35)59-15)61-17-31(49)32(50)18-62-38-24(6)22(4)36(44(60-16)28(38)10)48(56)64-40-26(8)20(2)34(46(53)54)42(58-14)30(40)12/h31-32,49-50H,17-18H2,1-16H3,(H,51,52)(H,53,54)/t31-,32-/m0/s1

Standard InChI Key:  IVRBPHXRZGLNDL-ACHIHNKUSA-N

Alternative Forms

1. Parent:

   

   ALA4520122

   ---

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

Calculated Properties

Molecular Weight: 890.98

Molecular Weight (Monoisotopic): 890.3725

AlogP: 7.44

#Rotatable Bonds: 17

Polar Surface Area: 223.04

Molecular Species: ACID

HBA: 14

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.48

CX Basic pKa: ┄

CX LogP: 10.37

CX LogD: 3.83

Aromatic Rings: 4

Heavy Atoms: 64

QED Weighted: 0.06

Np Likeness Score: 0.33

References

1. Ohsawa K, Yoshida M, Izumikawa M, Takagi M, Shin-Ya K, Goshima N, Hirokawa T, Natsume T, Doi T..  (2018)  Synthesis and biological evaluation of thielocin B1 analogues as protein-protein interaction inhibitors of PAC3 homodimer.,  26  (23-24): [PMID:30455074] [10.1016/j.bmc.2018.11.001]

Source

Source(1):

• Scientific Literature