(6S,9S,12S,14aR)-6-sec-Butyl-9-(1-ethyl-1H-indol-3-ylmethyl)-12-(6-oxo-octyl)-decahydro-4a,7,10,13-tetraaza-benzocyclododecene-5,8,11,14-tetraone

ID: ALA1793993

PubChem CID: 10579757

Max Phase: Preclinical

Molecular Formula: C35H51N5O5

Molecular Weight: 621.82

Molecule Type: Protein

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

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](Cc2cn(CC)c3ccccc23)NC1=O

Standard InChI: InChI=1S/C35H51N5O5/c1-5-23(4)31-35(45)40-20-14-13-19-30(40)34(44)36-27(17-10-8-9-15-25(41)6-2)32(42)37-28(33(43)38-31)21-24-22-39(7-3)29-18-12-11-16-26(24)29/h11-12,16,18,22-23,27-28,30-31H,5-10,13-15,17,19-21H2,1-4H3,(H,36,44)(H,37,42)(H,38,43)/t23-,27-,28-,30+,31-/m0/s1

Standard InChI Key: SUWIMJYUHRRXMN-RGLBQOMHSA-N

Molfile:

     RDKit          2D

 50 53  0  0  1  0  0  0  0  0999 V2000
    0.1036    0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160   -0.4641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5331    0.3812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4003    0.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995   -0.5635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8246   -1.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8080    0.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9750   -0.4268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2416    0.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5455   -1.2845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4915   -0.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9626   -1.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160   -1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9626    0.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461    0.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7097    0.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6669    0.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2416   -1.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173    0.7665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8246   -2.5275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375    1.6242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6669   -1.6698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8080    1.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7967   -3.7581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6049   -0.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8091   -2.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6558   -1.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5052    0.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3989    1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6049   -1.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -2.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5301   -2.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0964   -2.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    2.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5165    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4679   -1.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9377   -2.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134   -0.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -2.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6669   -2.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1945    1.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7538    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2469   -2.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134   -1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0663    2.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0438    1.3710    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1157   -2.1532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2545    1.3687    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8097   -2.3541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6558    2.4799    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  7  1  0
  4 17  1  0
  5 11  1  0
  6 13  1  0
  7  1  1  0
  8 14  1  0
  9  3  1  0
 10  6  1  0
 11  4  2  0
 12  8  1  0
 13  2  1  0
 14  9  1  0
 15  4  1  0
 16 15  2  0
 14 17  1  0
 18 10  1  0
 19  1  2  0
 20  6  2  0
 21  9  2  0
 22 12  2  0
  7 23  1  0
 24 26  2  0
 25  2  1  0
 26 33  1  0
 27  5  1  0
 28 16  1  0
 29 15  1  0
 13 30  1  0
 18 31  1  0
 32 26  1  0
 33 39  1  0
 34 23  1  0
 23 35  1  0
 36 27  1  0
 37 31  1  0
 38 25  1  0
 39 40  1  0
 40 37  1  0
 41 29  2  0
 42 41  1  0
 43 32  1  0
 44 38  1  0
 45 34  1  0
 44 30  1  0
 12 18  1  0
  5 16  1  0
 28 42  2  0
  7 46  1  1
 13 47  1  6
 14 48  1  1
 18 49  1  1
 23 50  1  1
M  END

Associated Targets(Human)

HDAC1 Tclin Histone deacetylase (6747 Activities)

Discover Target: HDAC1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HeLa (62764 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

HD1 Histone deacetylase (38 Activities)

Discover Target: HD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Eimeria tenella (990 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HD2 Histone deacetylase (57 Activities)

Discover Target: HD2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 621.82	Molecular Weight (Monoisotopic): 621.3890	AlogP: 4.03	#Rotatable Bonds: 12
Polar Surface Area: 129.61	Molecular Species: NEUTRAL	HBA: 6	HBD: 3
#RO5 Violations: 1	HBA (Lipinski): 10	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 1
CX Acidic pKa: 10.95	CX Basic pKa: ┄	CX LogP: 4.25	CX LogD: 4.25
Aromatic Rings: 2	Heavy Atoms: 45	QED Weighted: 0.31	Np Likeness Score: 0.74

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]
2. Meinke PT, Colletti SL, Doss G, Myers RW, Gurnett AM, Dulski PM, Darkin-Rattray SJ, Allocco JJ, Galuska S, Schmatz DM, Wyvratt MJ, Fisher MH.. (2000) Synthesis of apicidin-derived quinolone derivatives: parasite-selective histone deacetylase inhibitors and antiproliferative agents., 43 (25): [PMID:11124001] [10.1021/jm0001976]

(6S,9S,12S,14aR)-6-sec-Butyl-9-(1-ethyl-1H-indol-3-ylmethyl)-12-(6-oxo-octyl)-decahydro-4a,7,10,13-tetraaza-benzocyclododecene-5,8,11,14-tetraone

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source