CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05265 (5384)

Formula C₂₀H₂₈O₅S

MW 380.5

InChIKey IWCWQNVIUXZOMJ-NPQUBYNZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 5

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.93

logP 5.2324

PSA 100.05

MR 101.243

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -238.30691

PM7_Total_Energy_ev -4489.55566

PM7_Electronic_Energy_ev -38660.32434

PM7_Dipole_Debye 3.26611

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.613

PM7_LUMO_Energy_ev -0.392

PM7_COSMO_Area_square_ang 363.76

PM7_COSMO_Volue_cubic_ang 451.78

PM7_Electron_Affinity_ev 0.392

PM7_Ionization_Energy_ev 9.613

PM7_Energy_Gap_ev 9.221

PM7_Global_Hardness_ev 4.6105

PM7_Global_Softness_ev 0.21689621516104543

PM7_Chemical_Potential_ev -5.0025

PM7_Electronigativity_ev 5.0025

PM7_Back_Donation_Energy_ev -1.152625

PM7_Electrophilicity_ev 2.7139145700032534

OPENEYE_Name (1~{R},4~{a}~{S},10~{a}~{R})-7-isopropyl-1,4~{a}-dimethyl-6-sulfo-2,3,4,9,10,10~{a}-hexahydrophenanthrene-1-carboxylic acid

SMILES c1c2c(cc(c1C(C)C)S(=O)(=O)O)C3(CCCC(C3CC2)(C(=O)O)C)C

Canonical_SMILES OC(=O)[C@]1(C)CCC[C@]2([C@H]1CCc1c2cc(c(c1)C(C)C)S(=O)(=O)O)C

InChI 1/C20H28O5S/c1-12(2)14-10-13-6-7-17-19(3,8-5-9-20(17,4)18(21)22)15(13)11-16(14)26(23,24)25/h10-12,17H,5-9H2,1-4H3,(H,21,22)(H,23,24,25)/f/h21,23H

InChI_3D 1S/C20H28O5S/c1-12(2)14-10-13-6-7-17-19(3,8-5-9-20(17,4)18(21)22)15(13)11-16(14)26(23,24)25/h10-12,17H,5-9H2,1-4H3,(H,21,22)(H,23,24,25)/t17-,19-,20-/m1/s1

AuxInfo 1/1/N:18,19,16,17,10,8,9,11,12,1,2,20,3,5,4,6,13,7,14,15,21,24,22,23,25,26/E:(1,2)(21,22)(23,24,25)/F:18,19,16,17,10,8,9,11,12,1,2,20,3,5,4,6,13,7,14,15,24,21,25,22,23,26/E:(1,2)(24,25)/CRV:26.6/rA:54cCCCCCCCCCCCCCCCCCCCCOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;s3;s8;;s10;s10;s9;s4s11s13;s7s12s13;s14;s15;;;s5s18s19;d7;;;s7;;s6d22d23s25;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s24;s25;/rC:.5098,.866,0;1.5058,-.8814,0;1.5098,.8605,0;2.0078,-.0133,0;;.4981,-.8737,0;6.1842,1.4479,0;2.0203,1.7335,0;3.0288,1.7326,0;4.5328,-.9029,0;3.5212,-.8973,0;5.0414,-.0275,0;3.5288,.8513,0;3.0202,-.024,0;4.5383,.8534,0;1.2703,-.0055,0;4.2347,2.5769,0;-.993,1.0069,0;-2,.0139,0;-1,.007,0;6.3603,2.4323,0;.4759,-2.8891,0;-1.2495,-1.8778,0;6.9487,.8033,0;-.8925,-3.2462,0;-.3868,-2.3835,0;.2628,1.3007,0;1.754,-1.3155,0;1.5511,1.9064,0;2.1083,2.2257,0;2.9435,2.2253,0;3.4996,1.9011,0;5.002,-1.0756,0;4.4437,-1.3949,0;3.6058,-1.3901,0;3.0507,-1.0666,0;5.4257,.2923,0;5.4233,-.3502,0;3.7787,.4182,0;1.2756,.4945,0;1.265,-.5055,0;.7703,-.0002,0;3.7423,2.4901,0;4.7271,2.6636,0;4.148,3.0693,0;-1.493,1.0104,0;-.493,1.0035,0;-.9895,1.5069,0;-2.0034,-.4861,0;-1.9965,.5139,0;-2.4999,.0174,0;-1.0035,-.493,0;7.419,.9732,0;-.6453,-3.6809,0;

Duplicates DB05265

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05265.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05265.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05265.sdf

Formula	C₂₀H₂₈O₅S
MW	380.5
InChIKey	IWCWQNVIUXZOMJ-NPQUBYNZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	5
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.93
logP	5.2324
PSA	100.05
MR	101.243
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-238.30691
PM7_Total_Energy_ev	-4489.55566
PM7_Electronic_Energy_ev	-38660.32434
PM7_Dipole_Debye	3.26611
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.613
PM7_LUMO_Energy_ev	-0.392
PM7_COSMO_Area_square_ang	363.76
PM7_COSMO_Volue_cubic_ang	451.78
PM7_Electron_Affinity_ev	0.392
PM7_Ionization_Energy_ev	9.613
PM7_Energy_Gap_ev	9.221
PM7_Global_Hardness_ev	4.6105
PM7_Global_Softness_ev	0.21689621516104543
PM7_Chemical_Potential_ev	-5.0025
PM7_Electronigativity_ev	5.0025
PM7_Back_Donation_Energy_ev	-1.152625
PM7_Electrophilicity_ev	2.7139145700032534
OPENEYE_Name	(1~{R},4~{a}~{S},10~{a}~{R})-7-isopropyl-1,4~{a}-dimethyl-6-sulfo-2,3,4,9,10,10~{a}-hexahydrophenanthrene-1-carboxylic acid
SMILES	c1c2c(cc(c1C(C)C)S(=O)(=O)O)C3(CCCC(C3CC2)(C(=O)O)C)C
Canonical_SMILES	OC(=O)[C@]1(C)CCC[C@]2([C@H]1CCc1c2cc(c(c1)C(C)C)S(=O)(=O)O)C
InChI	1/C20H28O5S/c1-12(2)14-10-13-6-7-17-19(3,8-5-9-20(17,4)18(21)22)15(13)11-16(14)26(23,24)25/h10-12,17H,5-9H2,1-4H3,(H,21,22)(H,23,24,25)/f/h21,23H
InChI_3D	1S/C20H28O5S/c1-12(2)14-10-13-6-7-17-19(3,8-5-9-20(17,4)18(21)22)15(13)11-16(14)26(23,24)25/h10-12,17H,5-9H2,1-4H3,(H,21,22)(H,23,24,25)/t17-,19-,20-/m1/s1
AuxInfo	1/1/N:18,19,16,17,10,8,9,11,12,1,2,20,3,5,4,6,13,7,14,15,21,24,22,23,25,26/E:(1,2)(21,22)(23,24,25)/F:18,19,16,17,10,8,9,11,12,1,2,20,3,5,4,6,13,7,14,15,24,21,25,22,23,26/E:(1,2)(24,25)/CRV:26.6/rA:54cCCCCCCCCCCCCCCCCCCCCOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;s3;s8;;s10;s10;s9;s4s11s13;s7s12s13;s14;s15;;;s5s18s19;d7;;;s7;;s6d22d23s25;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s24;s25;/rC:.5098,.866,0;1.5058,-.8814,0;1.5098,.8605,0;2.0078,-.0133,0;;.4981,-.8737,0;6.1842,1.4479,0;2.0203,1.7335,0;3.0288,1.7326,0;4.5328,-.9029,0;3.5212,-.8973,0;5.0414,-.0275,0;3.5288,.8513,0;3.0202,-.024,0;4.5383,.8534,0;1.2703,-.0055,0;4.2347,2.5769,0;-.993,1.0069,0;-2,.0139,0;-1,.007,0;6.3603,2.4323,0;.4759,-2.8891,0;-1.2495,-1.8778,0;6.9487,.8033,0;-.8925,-3.2462,0;-.3868,-2.3835,0;.2628,1.3007,0;1.754,-1.3155,0;1.5511,1.9064,0;2.1083,2.2257,0;2.9435,2.2253,0;3.4996,1.9011,0;5.002,-1.0756,0;4.4437,-1.3949,0;3.6058,-1.3901,0;3.0507,-1.0666,0;5.4257,.2923,0;5.4233,-.3502,0;3.7787,.4182,0;1.2756,.4945,0;1.265,-.5055,0;.7703,-.0002,0;3.7423,2.4901,0;4.7271,2.6636,0;4.148,3.0693,0;-1.493,1.0104,0;-.493,1.0035,0;-.9895,1.5069,0;-2.0034,-.4861,0;-1.9965,.5139,0;-2.4999,.0174,0;-1.0035,-.493,0;7.419,.9732,0;-.6453,-3.6809,0;
Duplicates	DB05265
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05265.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05265.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05265.sdf