S-2-azido-N-[4-(5,20-dibromo-4-hydroxy-11,15-dioxo-2-oxa-10,14-diaza-tricyclo[16.2.2.10,0]tricosa-1(21),3(23),4,6,18(22),19-hexaen-13-yl)-butyl]-5-iodo-benzamide

ID: ALA377741

PubChem CID: 11845758

Max Phase: Preclinical

Molecular Formula: C31H31Br2IN6O5

Molecular Weight: 854.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=Nc1ccc(I)cc1C(=O)NCCCC[C@H]1CC(=O)NCCc2cc(Br)c(O)c(c2)Oc2ccc(cc2Br)CCC(=O)N1

Standard InChI:  InChI=1S/C31H31Br2IN6O5/c32-23-13-18-4-8-26(23)45-27-15-19(14-24(33)30(27)43)10-12-36-29(42)17-21(38-28(41)9-5-18)3-1-2-11-37-31(44)22-16-20(34)6-7-25(22)39-40-35/h4,6-8,13-16,21,43H,1-3,5,9-12,17H2,(H,36,42)(H,37,44)(H,38,41)/t21-/m0/s1

Standard InChI Key:  HTOXGXWFSVQOMS-NRFANRHFSA-N

Molfile:  

     RDKit          2D

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M  CHG  2  44   1  45  -1
M  END

Alternative Forms

1. Parent:

   

   ALA377741

   2-azido-N-[4-[(13S)-5,20-dibromo-4-hydroxy-11,15-dioxo-2-oxa-10,14-diazatricyclo[16.2.2.13,7]tricosa-1(20),3,5,7(23),18,21-hexaen-13-yl]butyl]-5-iodobenzamide

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: 854.34

Molecular Weight (Monoisotopic): 851.9767

AlogP: 7.34

#Rotatable Bonds: 7

Polar Surface Area: 165.52

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.85

CX Basic pKa: ┄

CX LogP: 6.69

CX LogD: 6.10

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.06

Np Likeness Score: 0.56

References

1. Masuno MN, Pessah IN, Olmstead MM, Molinski TF..  (2006)  Simplified cyclic analogues of bastadin-5. Structure-activity relationships for modulation of the RyR1/FKBP12 Ca2+ channel complex.,  49  (15): [PMID:16854055] [10.1021/jm050708u]

Source

Source(1):

• Scientific Literature