(1R,4aS,10aR)-N-((R)-1-(3-chloro-4-fluorophenylamino)-1-oxo-3-phenylpropan-2-yl)-6-(N-((R)-1-(3-chloro-4-fluorophenylamino)-1-oxo-3-phenylpropan-2-yl)sulfamoyl)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxamide

ID: ALA4214716

PubChem CID: 145971807

Max Phase: Preclinical

Molecular Formula: C50H52Cl2F2N4O5S

Molecular Weight: 929.96

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(C)c1cc2c(cc1S(=O)(=O)N[C@H](Cc1ccccc1)C(=O)Nc1ccc(F)c(Cl)c1)[C@@]1(C)CCC[C@@](C)(C(=O)N[C@H](Cc3ccccc3)C(=O)Nc3ccc(F)c(Cl)c3)[C@@H]1CC2

Standard InChI: InChI=1S/C50H52Cl2F2N4O5S/c1-30(2)36-26-33-16-21-45-49(3,22-11-23-50(45,4)48(61)57-42(24-31-12-7-5-8-13-31)46(59)55-34-17-19-40(53)38(51)27-34)37(33)29-44(36)64(62,63)58-43(25-32-14-9-6-10-15-32)47(60)56-35-18-20-41(54)39(52)28-35/h5-10,12-15,17-20,26-30,42-43,45,58H,11,16,21-25H2,1-4H3,(H,55,59)(H,56,60)(H,57,61)/t42-,43-,45-,49-,50-/m1/s1

Standard InChI Key: PYHNCUCMGXKDGK-BEFHDJFHSA-N

Molfile:

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M  END

Associated Targets(Human)

MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

Discover Target: MMP3

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

MMP8 Tchem Matrix metalloproteinase 8 (1942 Activities)

Discover Target: MMP8

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

MMP9 Tchem Matrix metalloproteinase 9 (6779 Activities)

Discover Target: MMP9

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

NCI-H460 (60772 Activities)

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

HepG2 (196354 Activities)

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

SK-OV-3 (52876 Activities)

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

MCF7 (126967 Activities)

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

L02 (4864 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: 929.96	Molecular Weight (Monoisotopic): 928.3004	AlogP: 10.30	#Rotatable Bonds: 14
Polar Surface Area: 133.47	Molecular Species: NEUTRAL	HBA: 5	HBD: 4
#RO5 Violations: 2	HBA (Lipinski): 9	HBD (Lipinski): 4	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.42	CX Basic pKa: 0.22	CX LogP: 11.76	CX LogD: 11.76
Aromatic Rings: 5	Heavy Atoms: 64	QED Weighted: 0.09	Np Likeness Score: -0.11

References

1. Huang RZ, Liang GB, Huang XC, Zhang B, Zhou MM, Liao ZX, Wang HS.. (2017) Discovery of dehydroabietic acid sulfonamide based derivatives as selective matrix metalloproteinases inactivators that inhibit cell migration and proliferation., 138 [PMID:28756264] [10.1016/j.ejmech.2017.07.020]

(1R,4aS,10aR)-N-((R)-1-(3-chloro-4-fluorophenylamino)-1-oxo-3-phenylpropan-2-yl)-6-(N-((R)-1-(3-chloro-4-fluorophenylamino)-1-oxo-3-phenylpropan-2-yl)sulfamoyl)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source