(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S,Z)-3,11-dihydroxy-4,8,10,14-tetramethyl-17-(6-methyl-1-oxo-1-(phenylsulfonamido)hept-5-en-2-ylidene)hexadecahydro-1H-cyclopenta[a]phenanthren-16-yl acetate

ID: ALA3775508

PubChem CID: 122387680

Max Phase: Preclinical

Molecular Formula: C37H53NO7S

Molecular Weight: 655.90

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\CCC=C(C)C)C(=O)NS(=O)(=O)c1ccccc1

Standard InChI: InChI=1S/C37H53NO7S/c1-22(2)12-11-15-26(34(42)38-46(43,44)25-13-9-8-10-14-25)32-28-20-30(41)33-35(5)18-17-29(40)23(3)27(35)16-19-36(33,6)37(28,7)21-31(32)45-24(4)39/h8-10,12-14,23,27-31,33,40-41H,11,15-21H2,1-7H3,(H,38,42)/b32-26-/t23-,27-,28-,29+,30+,31-,33-,35-,36-,37-/m0/s1

Standard InChI Key: CROVMTYCMQIOPB-SCUBSXFCSA-N

Molfile:

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M  END

Associated Targets(non-human)

CHO (4503 Activities)

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

Plasmodium falciparum (966862 Activities)

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

CHO-K1 (1115 Activities)

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

Mycobacterium tuberculosis (203094 Activities)

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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: 655.90	Molecular Weight (Monoisotopic): 655.3543	AlogP: 6.09	#Rotatable Bonds: 7
Polar Surface Area: 130.00	Molecular Species: ACID	HBA: 7	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 8	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 4.31	CX Basic pKa: ┄	CX LogP: 5.21	CX LogD: 4.27
Aromatic Rings: 1	Heavy Atoms: 46	QED Weighted: 0.18	Np Likeness Score: 2.00

References

1. Kaur G, Singh K, Pavadai E, Njoroge M, Espinoza-Moraga M, De Kock C, Smith PJ, Wittlin S, Chibale K. (2015) Synthesis of fusidic acid bioisosteres as antiplasmodial agents and molecular docking studies in the binding site of elongation factor-G, 6 (11): [10.1039/C5MD00343A]
2. Singh K,Kaur G,Shanika PS,Dziwornu GA,Okombo J,Chibale K. (2020) Structure-activity relationship analyses of fusidic acid derivatives highlight crucial role of the C-21 carboxylic acid moiety to its anti-mycobacterial activity., 28 (13): [PMID:32362386] [10.1016/j.bmc.2020.115530]

(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S,Z)-3,11-dihydroxy-4,8,10,14-tetramethyl-17-(6-methyl-1-oxo-1-(phenylsulfonamido)hept-5-en-2-ylidene)hexadecahydro-1H-cyclopenta[a]phenanthren-16-yl acetate

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source