(-)-Agelastatin B

ID: ALA3298663

Chembl Id: CHEMBL3298663

PubChem CID: 10454791

Max Phase: Preclinical

Molecular Formula: C12H12Br2N4O3

Molecular Weight: 420.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)N[C@H]2[C@@H]3NC(=O)c4cc(Br)c(Br)n4[C@@H]3C[C@]21O

Standard InChI:  InChI=1S/C12H12Br2N4O3/c1-17-11(20)16-8-7-6(3-12(8,17)21)18-5(10(19)15-7)2-4(13)9(18)14/h2,6-8,21H,3H2,1H3,(H,15,19)(H,16,20)/t6-,7-,8+,12+/m1/s1

Standard InChI Key:  IRISBJGHXIFQBW-GYAIJENASA-N

Alternative Forms

1. Parent:

   

   ALA3298663

   (1R,9S,10S,14S)-3,4-dibromo-14-hydroxy-13-methyl-2,8,11,13-tetrazatetracyclo[7.6.0.02,6.010,14]pentadeca-3,5-diene-7,12-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: 420.06

Molecular Weight (Monoisotopic): 417.9276

AlogP: 0.78

#Rotatable Bonds: ┄

Polar Surface Area: 86.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.12

CX Basic pKa: ┄

CX LogP: 0.45

CX LogD: 0.45

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: 1.98

References

1. Stout EP, Choi MY, Castro JE, Molinski TF..  (2014)  Potent fluorinated agelastatin analogues for chronic lymphocytic leukemia: design, synthesis, and pharmacokinetic studies.,  57  (12): [PMID:24673739] [10.1021/jm4016922]

2. Jouanneau M, McClary B, Reyes JC, Chen R, Chen Y, Plunkett W, Cheng X, Milinichik AZ, Albone EF, Liu JO, Romo D..  (2016)  Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.,  26  (8): [PMID:26951751] [10.1016/j.bmcl.2016.02.051]

Source

Source(1):

• Scientific Literature