CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13036 (10798)

Formula C₂₁H₂₁FN₂O₄S

MW 416.47

InChIKey LDXDSHIEDAPSSA-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.23

logP 4.5626

PSA 96.78

MR 107.393

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -155.94838

PM7_Total_Energy_ev -5058.99254

PM7_Electronic_Energy_ev -40066.60582

PM7_Dipole_Debye 5.60076

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.361

PM7_LUMO_Energy_ev -0.734

PM7_COSMO_Area_square_ang 399.92

PM7_COSMO_Volue_cubic_ang 466.9

PM7_Electron_Affinity_ev 0.734

PM7_Ionization_Energy_ev 8.361

PM7_Energy_Gap_ev 7.627

PM7_Global_Hardness_ev 3.8135

PM7_Global_Softness_ev 0.2622263012980202

PM7_Chemical_Potential_ev -4.5475

PM7_Electronigativity_ev 4.5475

PM7_Back_Donation_Energy_ev -0.953375

PM7_Electrophilicity_ev 2.711387996591058

OPENEYE_Name 3-[(3~{R})-3-[(4-fluorophenyl)sulfonylamino]-1,2,3,4-tetrahydrocarbazol-9-yl]propanoic acid

SMILES c1ccc2c(c1)c3c(n2CCC(=O)O)CCC(C3)NS(=O)(=O)c4ccc(cc4)F

Canonical_SMILES OC(=O)CCn1c2CC[C@H](Cc2c2c1cccc2)NS(=O)(=O)c1ccc(cc1)F

InChI 1/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/f/h25H

InChI_3D 1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/t15-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,18,7,8,17,20,21,16,12,19,13,9,10,11,14,15,28,23,22,24,27,25,26,29/E:(5,6)(8,9)(25,26)(27,28)/F:1,2,3,4,5,6,18,7,8,17,20,21,16,12,19,13,9,10,11,14,15,28,23,22,27,24,25,26,29/E:(5,6)(8,9)(27,28)/CRV:29.6/rA:50cCCCCCCCCCCCCCCCCCCCCCNNOOOOFSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d5;s6;d3;s9;d4s9;s5d6;s7d8;d10;;s10;s14;s17;s16s18;s15;s20;s11s14s21;s19;d15;;;s15;s12;s13s23d25d26;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s20;s20;s21;s21;s23;s27;/rC:.3065,-.9587,0;;1.2916,-1.175,0;.6786,.7423,0;8.4481,-4.1957,0;6.8338,-4.8315,0;8.0797,-3.2605,0;6.4654,-3.8962,0;1.9631,-.4291,0;2.9631,-.4326,0;1.6566,.5296,0;7.8232,-4.9765,0;7.0865,-3.106,0;3.2835,.528,0;2.4625,4.122,0;3.631,-1.1862,0;4.2719,.7349,0;4.9434,-.0258,0;4.6229,-.9863,0;2.4638,3.122,0;2.4652,2.122,0;2.4666,1.122,0;6.3537,-1.2451,0;3.3278,4.6232,0;7.6505,-1.8091,0;5.7897,-2.542,0;1.5958,4.6208,0;8.1897,-5.907,0;6.7201,-2.1755,0;-.0302,-1.3284,0;-.4884,.107,0;1.4445,-1.651,0;.527,1.2188,0;8.9425,-4.2704,0;6.5231,-5.2233,0;8.3922,-2.8701,0;5.9707,-3.8238,0;3.8138,-1.6516,0;3.2047,-1.4474,0;4.0871,1.1995,0;4.6979,.9966,0;5.2548,.3654,0;5.3829,-.2643,0;4.6355,-1.4861,0;2.9638,3.1227,0;1.9638,3.1213,0;2.9652,2.1227,0;1.9652,2.1213,0;6.6649,-.8538,0;1.5951,5.1208,0;

Duplicates DB13036

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13036.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13036.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13036.sdf

Formula	C₂₁H₂₁FN₂O₄S
MW	416.47
InChIKey	LDXDSHIEDAPSSA-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.23
logP	4.5626
PSA	96.78
MR	107.393
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-155.94838
PM7_Total_Energy_ev	-5058.99254
PM7_Electronic_Energy_ev	-40066.60582
PM7_Dipole_Debye	5.60076
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.361
PM7_LUMO_Energy_ev	-0.734
PM7_COSMO_Area_square_ang	399.92
PM7_COSMO_Volue_cubic_ang	466.9
PM7_Electron_Affinity_ev	0.734
PM7_Ionization_Energy_ev	8.361
PM7_Energy_Gap_ev	7.627
PM7_Global_Hardness_ev	3.8135
PM7_Global_Softness_ev	0.2622263012980202
PM7_Chemical_Potential_ev	-4.5475
PM7_Electronigativity_ev	4.5475
PM7_Back_Donation_Energy_ev	-0.953375
PM7_Electrophilicity_ev	2.711387996591058
OPENEYE_Name	3-[(3~{R})-3-[(4-fluorophenyl)sulfonylamino]-1,2,3,4-tetrahydrocarbazol-9-yl]propanoic acid
SMILES	c1ccc2c(c1)c3c(n2CCC(=O)O)CCC(C3)NS(=O)(=O)c4ccc(cc4)F
Canonical_SMILES	OC(=O)CCn1c2CC[C@H](Cc2c2c1cccc2)NS(=O)(=O)c1ccc(cc1)F
InChI	1/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/f/h25H
InChI_3D	1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/t15-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,18,7,8,17,20,21,16,12,19,13,9,10,11,14,15,28,23,22,24,27,25,26,29/E:(5,6)(8,9)(25,26)(27,28)/F:1,2,3,4,5,6,18,7,8,17,20,21,16,12,19,13,9,10,11,14,15,28,23,22,27,24,25,26,29/E:(5,6)(8,9)(27,28)/CRV:29.6/rA:50cCCCCCCCCCCCCCCCCCCCCCNNOOOOFSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d5;s6;d3;s9;d4s9;s5d6;s7d8;d10;;s10;s14;s17;s16s18;s15;s20;s11s14s21;s19;d15;;;s15;s12;s13s23d25d26;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s20;s20;s21;s21;s23;s27;/rC:.3065,-.9587,0;;1.2916,-1.175,0;.6786,.7423,0;8.4481,-4.1957,0;6.8338,-4.8315,0;8.0797,-3.2605,0;6.4654,-3.8962,0;1.9631,-.4291,0;2.9631,-.4326,0;1.6566,.5296,0;7.8232,-4.9765,0;7.0865,-3.106,0;3.2835,.528,0;2.4625,4.122,0;3.631,-1.1862,0;4.2719,.7349,0;4.9434,-.0258,0;4.6229,-.9863,0;2.4638,3.122,0;2.4652,2.122,0;2.4666,1.122,0;6.3537,-1.2451,0;3.3278,4.6232,0;7.6505,-1.8091,0;5.7897,-2.542,0;1.5958,4.6208,0;8.1897,-5.907,0;6.7201,-2.1755,0;-.0302,-1.3284,0;-.4884,.107,0;1.4445,-1.651,0;.527,1.2188,0;8.9425,-4.2704,0;6.5231,-5.2233,0;8.3922,-2.8701,0;5.9707,-3.8238,0;3.8138,-1.6516,0;3.2047,-1.4474,0;4.0871,1.1995,0;4.6979,.9966,0;5.2548,.3654,0;5.3829,-.2643,0;4.6355,-1.4861,0;2.9638,3.1227,0;1.9638,3.1213,0;2.9652,2.1227,0;1.9652,2.1213,0;6.6649,-.8538,0;1.5951,5.1208,0;
Duplicates	DB13036
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13036.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13036.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13036.sdf