3'-Dephenyl-3'-(2-methyl-2-propenyl)-10-n-propanoyl-docetaxel

ID: ALA126678

PubChem CID: 9875938

Max Phase: Preclinical

Molecular Formula: C44H59NO15

Molecular Weight: 841.95

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Synonyms: SB-T-1213 | SB-T-1213|CHEMBL126678|[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-Acetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-5-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]hex-4-enoyl]oxy-10,14,17,17-tetramethyl-11-oxo-12-propanoyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Canonical SMILES: CCC(=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/C44H59NO15/c1-12-30(48)57-33-31-23(4)27(56-38(52)32(49)26(18-22(2)3)45-39(53)60-40(6,7)8)20-44(54,41(31,9)10)36(58-37(51)25-16-14-13-15-17-25)34-42(11,35(33)50)28(47)19-29-43(34,21-55-29)59-24(5)46/h13-18,26-29,32-34,36,47,49,54H,12,19-21H2,1-11H3,(H,45,53)/t26-,27-,28-,29+,32+,33+,34-,36-,42+,43-,44+/m0/s1

Standard InChI Key: PZOIEGMACMYQQY-YIFABKNJSA-N

Molfile:

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M  END

Associated Targets(Human)

A121 (119 Activities)

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

A549 (127892 Activities)

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HT-29 (80576 Activities)

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MCF7 (126967 Activities)

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A-431 (6446 Activities)

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

NCI/ADR-RES (33767 Activities)

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MCF7S (266 Activities)

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MCF7R (214 Activities)

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DLD-1 (17511 Activities)

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HeLa (62764 Activities)

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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: 841.95	Molecular Weight (Monoisotopic): 841.3885	AlogP: 3.81	#Rotatable Bonds: 10
Polar Surface Area: 230.52	Molecular Species: NEUTRAL	HBA: 15	HBD: 4
#RO5 Violations: 2	HBA (Lipinski): 16	HBD (Lipinski): 4	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.81	CX Basic pKa: ┄	CX LogP: 3.70	CX LogD: 3.70
Aromatic Rings: 1	Heavy Atoms: 60	QED Weighted: 0.15	Np Likeness Score: 2.07

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]
2. Ojima I, Geng X, Wu X, Qu C, Borella CP, Xie H, Wilhelm SD, Leece BA, Bartle LM, Goldmacher VS, Chari RV.. (2002) Tumor-specific novel taxoid-monoclonal antibody conjugates., 45 (26): [PMID:12477344] [10.1021/jm025540g]
3. Kuznetsova L, Chen J, Sun L, Wu X, Pepe A, Veith JM, Pera P, Bernacki RJ, Ojima I.. (2006) Syntheses and evaluation of novel fatty acid-second-generation taxoid conjugates as promising anticancer agents., 16 (4): [PMID:16298526] [10.1016/j.bmcl.2005.10.089]
4. Ganesh T.. (2007) Improved biochemical strategies for targeted delivery of taxoids., 15 (11): [PMID:17419065] [10.1016/j.bmc.2007.03.041]
5. Ojima I, Chen J, Sun L, Borella CP, Wang T, Miller ML, Lin S, Geng X, Kuznetsova L, Qu C, Gallager D, Zhao X, Zanardi I, Xia S, Horwitz SB, Mallen-St Clair J, Guerriero JL, Bar-Sagi D, Veith JM, Pera P, Bernacki RJ.. (2008) Design, synthesis, and biological evaluation of new-generation taxoids., 51 (11): [PMID:18465846] [10.1021/jm800086e]
6. Ojima I, Das M.. (2009) Recent advances in the chemistry and biology of new generation taxoids., 72 (3): [PMID:19239240] [10.1021/np8006556]
7. Ojima I, Kumar K, Awasthi D, Vineberg JG.. (2014) Drug discovery targeting cell division proteins, microtubules and FtsZ., 22 (18): [PMID:24680057] [10.1016/j.bmc.2014.02.036]

3'-Dephenyl-3'-(2-methyl-2-propenyl)-10-n-propanoyl-docetaxel

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source