Hemibastadin 1

ID: ALA460971

Chembl Id: CHEMBL460971

PubChem CID: 15338206

Max Phase: Preclinical

Molecular Formula: C17H16Br2N2O4

Molecular Weight: 472.13

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Hemibastadin 1 | Hemibastadin 1|CHEMBL460971

Canonical SMILES:  O=C(NCCc1ccc(O)c(Br)c1)/C(Cc1ccc(O)c(Br)c1)=N\O

Standard InChI:  InChI=1S/C17H16Br2N2O4/c18-12-7-10(1-3-15(12)22)5-6-20-17(24)14(21-25)9-11-2-4-16(23)13(19)8-11/h1-4,7-8,22-23,25H,5-6,9H2,(H,20,24)/b21-14-

Standard InChI Key:  XEBJFQMMTPIWKF-STZFKDTASA-N

Alternative Forms

1. Parent:

   

   ALA460971

   HEMIBASTADIN 1

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

Calculated Properties

Molecular Weight: 472.13

Molecular Weight (Monoisotopic): 469.9477

AlogP: 3.35

#Rotatable Bonds: 6

Polar Surface Area: 102.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.71

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.07

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.29

Np Likeness Score: 0.36

References

1. Pettit GR, Butler MS, Williams MD, Filiatrault MJ, Pettit RK..  (1996)  Isolation and structure of hemibastadinols 1-3 from the Papua New Guinea marine sponge Ianthella basta.,  59  (10): [PMID:8904842] [10.1021/np960249n]

2. Eguchi K, Kato H, Fujiwara Y, Losung F, Mangindaan RE, de Voogd NJ, Takeya M, Tsukamoto S..  (2015)  Bastadins, brominated-tyrosine derivatives, suppress accumulation of cholesterol ester in macrophages.,  25  (22): [PMID:26403929] [10.1016/j.bmcl.2015.09.024]

Source

Source(1):

• Scientific Literature