(6S,9R,12S,14aR)-6-sec-Butyl-9-(1-methyl-1H-indole-5-carbonyl)-12-(6-oxo-octyl)-decahydro-4a,7,10,13-tetraaza-benzocyclododecene-5,8,11,14-tetraone

ID: ALA1793979

Max Phase: Preclinical

Molecular Formula: C34H47N5O6

Molecular Weight: 621.78

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCC(=O)CCCCC[C@@H]1NC(=O)[C@H]2CCCCN2C(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](C(=O)c2ccc3c(ccn3C)c2)NC1=O

Standard InChI:  InChI=1S/C34H47N5O6/c1-5-21(3)28-34(45)39-18-11-10-14-27(39)32(43)35-25(13-9-7-8-12-24(40)6-2)31(42)37-29(33(44)36-28)30(41)23-15-16-26-22(20-23)17-19-38(26)4/h15-17,19-21,25,27-29H,5-14,18H2,1-4H3,(H,35,43)(H,36,44)(H,37,42)/t21-,25-,27+,28-,29+/m0/s1

Standard InChI Key:  XDKIIJAVVREZPB-SEEOCOAYSA-N

Molfile:  

     RDKit          2D

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    2.7209   -2.3578    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  8  1  0
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  4  1  1  0
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  7 12  1  0
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  1 46  1  6
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 28 50  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1793979

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 621.78

Molecular Weight (Monoisotopic): 621.3526

AlogP: 3.19

#Rotatable Bonds: 11

Polar Surface Area: 146.68

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.43

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.20

Np Likeness Score: 0.71

References

1. Colletti SL, Myers RW, Darkin-Rattray SJ, Gurnett AM, Dulski PM, Galuska S, Allocco JJ, Ayer MB, Li C, Lim J, Crumley TM, Cannova C, Schmatz DM, Wyvratt MJ, Fisher MH, Meinke PT..  (2001)  Broad spectrum antiprotozoal agents that inhibit histone deacetylase: structure-activity relationships of apicidin. Part 2.,  11  (2): [PMID:11206439] [10.1016/s0960-894x(00)00605-3]

Source

Source(1):

• Scientific Literature