pentabromopseudilin

ID: ALA1235156

Chembl Id: CHEMBL1235156

Cas Number: 10245-81-5

PubChem CID: 324093

Max Phase: Preclinical

Molecular Formula: C10H4Br5NO

Molecular Weight: 553.67

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pentabromopseudilin | Pentabromopseudilin|10245-81-5|2,4-Dibromo-6-(3,4,5-tribromo-1H-pyrrol-2-yl)phenol|NSC641543|Phenol, 2,4-dibromo-6-(3,4,5-tribromo-1H-pyrrol-2-yl)-|BUV7D4FJ9V|NSC-288032|NSC-641543|Phenol, 2,4-dibromo-6-(3,4,5-tribromopyrrol-2-yl)-|CHEMBL1235156|CHEBI:70619|NSC641543; NSC288032|Pyrrolantibiotic|Lovell substance|4nak|PBQ|UNII-BUV7D4FJ9V|C10H4Br5NO|Bromine rich marine antibiotic|SCHEMBL3992636|NIOSH/SK8150000|DTXSID90314744|LXMNWKJHYOZUQL-UHFFFAOYSA-N|BDBM50345502|HB4021|NSC2Show More⌵

Canonical SMILES:  Oc1c(Br)cc(Br)cc1-c1[nH]c(Br)c(Br)c1Br

Standard InChI:  InChI=1S/C10H4Br5NO/c11-3-1-4(9(17)5(12)2-3)8-6(13)7(14)10(15)16-8/h1-2,16-17H

Standard InChI Key:  LXMNWKJHYOZUQL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1235156

   PENTABROMOPSEUDILIN

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: 553.67

Molecular Weight (Monoisotopic): 548.6210

AlogP: 6.20

#Rotatable Bonds: 1

Polar Surface Area: 36.02

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.25

CX Basic pKa:

CX LogP: 5.86

CX LogD: 5.48

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.43

Np Likeness Score: 1.07

References

1. Fehér D, Barlow R, McAtee J, Hemscheidt TK..  (2010)  Highly brominated antimicrobial metabolites from a marine Pseudoalteromonas sp.,  73  (11): [PMID:20973551] [10.1021/np100506z]

2. Preller M, Chinthalapudi K, Martin R, Knolker HJ, Manstein DJ..  (2011)  Inhibition of Myosin ATPase activity by halogenated pseudilins: a structure-activity study.,  54  (11): [PMID:21534527] [10.1021/jm200259f]

3. Richter S,Martin R,Gutzeit HO,Knölker HJ.  (2021)  In vitro and in vivo effects of inhibitors on actin and myosin.,  30  [PMID:33341499] [10.1016/j.bmc.2020.115928]

Source

Source(1):

• Scientific Literature