Derivative of Docetaxel

ID: ALA129126

PubChem CID: 10557477

Max Phase: Preclinical

Molecular Formula: C43H58N2O15

Molecular Weight: 842.94

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CNC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@H](C=C(C)C)NC(=O)OC(C)(C)C)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O

Standard InChI: InChI=1S/C43H58N2O15/c1-21(2)17-25(45-38(53)60-39(5,6)7)30(48)36(51)56-26-19-43(54)34(58-35(50)24-15-13-12-14-16-24)32-41(10,27(47)18-28-42(32,20-55-28)59-23(4)46)33(49)31(57-37(52)44-11)29(22(26)3)40(43,8)9/h12-17,25-28,30-32,34,47-48,54H,18-20H2,1-11H3,(H,44,52)(H,45,53)/t25-,26-,27-,28+,30+,31+,32-,34-,41+,42-,43+/m0/s1

Standard InChI Key: XVGYIWYZVGOVGW-BCCFMUKDSA-N

Molfile:

     RDKit          2D

 62 66  0  0  1  0  0  0  0  0999 V2000
    9.0124   -2.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0263   -3.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0235   -4.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2252   -3.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1640   -3.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9276   -3.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3740   -2.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8163   -4.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5729   -2.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5089   -3.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3601   -5.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6091   -4.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5882   -2.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197   -5.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6063   -3.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0291   -5.1237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314   -5.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8345   -5.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8289   -4.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6118   -5.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0208   -5.2990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8190   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3893   -2.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2391   -4.6105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4031   -3.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300   -4.6356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3337   -1.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2462   -6.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1598   -1.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0318   -4.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4616   -1.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2406   -4.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0111   -4.2726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286   -3.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8983   -6.2503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4547   -6.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9651   -5.3741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9206   -2.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0166   -6.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2404   -5.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437   -4.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123   -1.2559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0041   -1.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8010   -1.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8358   -6.4506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4227   -4.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5868   -3.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -3.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6159   -4.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8664   -7.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475   -7.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5993   -7.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8385   -6.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -3.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8554   -5.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6426   -4.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3212   -0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0124   -7.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2516   -7.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8385   -7.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4380   -4.4103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0188   -2.5192    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  8  1  0
  4  1  1  0
  5  9  1  0
  6  5  1  0
  7  1  1  0
  8  4  1  0
  9  7  1  0
 10  5  2  0
 11  3  1  0
 12 10  1  0
 13  1  1  0
 14 21  1  0
 15 23  1  0
  8 16  1  6
 17 14  1  0
 18 17  1  0
 19 26  1  0
 20 16  1  0
 12 21  1  6
  2 22  1  0
 23 13  1  0
  2 24  1  6
 15 25  1  0
 18 26  1  6
 27 29  1  0
 28 18  1  0
  9 29  1  1
 30 24  1  0
 31  7  2  0
 32 19  1  0
 33 14  2  0
 34 19  2  0
 35 20  2  0
 36 28  2  0
  3 37  1  1
 38 27  2  0
 39 20  1  0
 40 30  2  0
 41 32  1  0
 42 27  1  0
  1 43  1  1
 13 44  1  1
 17 45  1  6
  6 46  1  0
  6 47  1  0
 48 10  1  0
 49 30  1  0
 50 36  1  0
 51 36  1  0
 52 39  2  0
 53 39  1  0
 54 41  1  0
 55 41  1  0
 56 41  1  0
 57 42  1  0
 58 52  1  0
 59 53  2  0
 60 59  1  0
  4 61  1  6
  2 15  1  0
 22 25  1  0
  3  6  1  0
 12 11  1  0
 58 60  2  0
 15 62  1  6
M  END

Associated Targets(Human)

A121 (119 Activities)

Explore this target

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

A549 (127892 Activities)

Explore this target

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

HT-29 (80576 Activities)

Explore this target

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

MCF7 (126967 Activities)

Explore this target

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: Small molecule	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: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 842.94	Molecular Weight (Monoisotopic): 842.3837	AlogP: 3.22	#Rotatable Bonds: 9
Polar Surface Area: 242.55	Molecular Species: NEUTRAL	HBA: 15	HBD: 5
#RO5 Violations: 2	HBA (Lipinski): 17	HBD (Lipinski): 5	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.93	CX Basic pKa: ┄	CX LogP: 2.88	CX LogD: 2.88
Aromatic Rings: 1	Heavy Atoms: 60	QED Weighted: 0.14	Np Likeness Score: 2.06

References

1. Ojima I, Slater JC, Michaud E, Kuduk SD, Bounaud PY, Vrignaud P, Bissery MC, Veith JM, Pera P, Bernacki RJ.. (1996) Syntheses and structure-activity relationships of the second-generation antitumor taxoids: exceptional activity against drug-resistant cancer cells., 39 (20): [PMID:8831755] [10.1021/jm9604080]

Derivative of Docetaxel

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source