ID: ALA146849

Max Phase: Preclinical

Molecular Formula: C48H54O16

Molecular Weight: 886.94

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1c(C)c(OC(=O)c2c(C)c(C)c(OC(=O)CCC(=O)Oc3c(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/C48H54O16/c1-19-23(5)39(29(11)41(57-13)33(19)45(51)52)63-47(55)35-21(3)25(7)37(27(9)43(35)59-15)61-31(49)17-18-32(50)62-38-26(8)22(4)36(44(60-16)28(38)10)48(56)64-40-24(6)20(2)34(46(53)54)42(58-14)30(40)12/h17-18H2,1-16H3,(H,51,52)(H,53,54)

Standard InChI Key:  HRKPGVLUGSEDHY-UHFFFAOYSA-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: 886.94

Molecular Weight (Monoisotopic): 886.3412

AlogP: 8.55

#Rotatable Bonds: 15

Polar Surface Area: 216.72

Molecular Species: ACID

HBA: 14

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.48

CX Basic pKa:

CX LogP: 11.38

CX LogD: 4.84

Aromatic Rings: 4

Heavy Atoms: 64

QED Weighted: 0.08

Np Likeness Score: 0.24

References

1. Teshirogi I, Matsutani S, Shirahase K, Fujii Y, Yoshida T, Tanaka K, Ohtani M..  (1996)  Synthesis and phospholipase A2 inhibitory activity of thielocin B3 derivatives.,  39  (26): [PMID:8978846] [10.1021/jm960437a]

2. 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