bastadins 9

ID: ALA3634377

Chembl Id: CHEMBL3634377

PubChem CID: 6400706

Max Phase: Preclinical

Molecular Formula: C34H28Br4N4O8

Molecular Weight: 940.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NCCc2ccc(O)c(c2)Oc2ccc(cc2Br)CCNC(=O)/C(=N/O)Cc2cc(Br)c(O)c(c2)Oc2c(Br)cc(cc2Br)C/C1=N\O

Standard InChI:  InChI=1S/C34H28Br4N4O8/c35-21-9-17-2-4-28(21)49-29-15-18(1-3-27(29)43)6-8-40-33(45)25(41-47)13-19-11-23(37)32(24(38)12-19)50-30-16-20(10-22(36)31(30)44)14-26(42-48)34(46)39-7-5-17/h1-4,9-12,15-16,43-44,47-48H,5-8,13-14H2,(H,39,46)(H,40,45)/b41-25+,42-26+

Standard InChI Key:  IHQGNSPVGIMQBJ-RIVOPQIESA-N

Alternative Forms

1. Parent:

   

   ALA3634377

   (12E,25E)-16,21,32,36-tetrabromo-4,20-dihydroxy-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),14,16,19,21,23(35),30,33,36-dodecaene-11,26-dione

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: 940.23

Molecular Weight (Monoisotopic): 935.8641

AlogP: 7.51

#Rotatable Bonds: ┄

Polar Surface Area: 182.30

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 6.96

CX Basic pKa: ┄

CX LogP: 8.20

CX LogD: 7.47

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.08

Np Likeness Score: 1.18

References

1. 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