S-2-azido-5-iodo-N-[4-(5,20,22-tribromo-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]-benzamide

ID: ALA377812

PubChem CID: 11845760

Max Phase: Preclinical

Molecular Formula: C31H30Br3IN6O5

Molecular Weight: 933.23

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)Oc2cc(Br)c(cc2Br)CCC(=O)N1

Standard InChI:  InChI=1S/C31H30Br3IN6O5/c32-22-16-26-23(33)13-18(22)4-7-28(42)39-20(15-29(43)37-10-8-17-11-24(34)30(44)27(12-17)46-26)3-1-2-9-38-31(45)21-14-19(35)5-6-25(21)40-41-36/h5-6,11-14,16,20,44H,1-4,7-10,15H2,(H,37,43)(H,38,45)(H,39,42)/t20-/m0/s1

Standard InChI Key:  OMEJJKYJJHNACL-FQEVSTJZSA-N

Molfile:  

     RDKit          2D

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    3.7017  -10.6048    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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    5.7999   -1.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5210   -3.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2268   -1.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2180   -1.1073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2406   -4.4079    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.2781   -7.5397    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.2125   -0.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  9 26  1  0
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  1  2  2  0
 20 29  1  1
 12 14  1  0
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  3  4  2  0
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 15 16  1  0
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  7  8  1  0
 34 35  2  0
 16 17  1  0
 34 36  1  0
 36 37  2  0
 17 18  2  0
 37 38  1  0
  8  9  2  0
 38 39  2  0
 17 19  1  0
 39 40  1  0
  4  5  1  0
 40 41  2  0
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 19 20  1  0
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  9 10  1  0
 38 43  1  0
 20 21  1  0
  6 44  1  0
 42 45  2  0
  2  3  1  0
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M  CHG  2  45   1  46  -1
M  END

Alternative Forms

1. Parent:

   

   ALA377812

   2-azido-5-iodo-N-[4-[(13S)-5,19,21-tribromo-4-hydroxy-11,15-dioxo-2-oxa-10,14-diazatricyclo[16.2.2.13,7]tricosa-1(21),3,5,7(23),18(22),19-hexaen-13-yl]butyl]benzamide

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: 933.23

Molecular Weight (Monoisotopic): 929.8873

AlogP: 8.10

#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: 7.45

CX LogD: 6.87

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.06

Np Likeness Score: 0.34

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