4-[4-[[(4S,5S)-5-[[4-(4-carboxy-3-methoxy-2,5,6-trimethyl-phenoxy)carbonyl-3-methoxy-2,5,6-trimethyl-phenoxy]methyl]-2-oxo-1,3-dioxolan-4-yl]methoxy]-2-methoxy-3,5,6-trimethyl-benzoyl]oxy-2-methoxy-3,5,6-trimethyl-benzoic acid

ID: ALA4467497

Chembl Id: CHEMBL4467497

PubChem CID: 155532576

Max Phase: Preclinical

Molecular Formula: C49H56O17

Molecular Weight: 916.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(C)c(OC(=O)c2c(C)c(C)c(OC[C@@H]3OC(=O)O[C@H]3COc3c(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/C49H56O17/c1-19-25(7)39(29(11)41(57-13)33(19)45(50)51)65-47(54)35-21(3)23(5)37(27(9)43(35)59-15)61-17-31-32(64-49(56)63-31)18-62-38-24(6)22(4)36(44(60-16)28(38)10)48(55)66-40-26(8)20(2)34(46(52)53)42(58-14)30(40)12/h31-32H,17-18H2,1-16H3,(H,50,51)(H,52,53)/t31-,32-/m0/s1

Standard InChI Key:  ZNQVDGFPQWQYGZ-ACHIHNKUSA-N

Alternative Forms

1. Parent:

   

   ALA4467497

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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: 916.97

Molecular Weight (Monoisotopic): 916.3518

AlogP: 8.62

#Rotatable Bonds: 16

Polar Surface Area: 218.11

Molecular Species: ACID

HBA: 15

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.48

CX Basic pKa: ┄

CX LogP: 11.95

CX LogD: 5.41

Aromatic Rings: 4

Heavy Atoms: 66

QED Weighted: 0.08

Np Likeness Score: 0.37

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