CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15959 (12683)

Formula C₁₆H₂₀ClN₃O₃S

MW 369.87

InChIKey UHLOVGKIEARANS-VNHAUOCNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 24

Number_Rings 4

Number_Bonds 47

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.94

logP 3.72

PSA 100.88

MR 94.3676

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -61.62069

PM7_Total_Energy_ev -4122.2633

PM7_Electronic_Energy_ev -31591.27802

PM7_Dipole_Debye 1.30085

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.004

PM7_LUMO_Energy_ev -1.13

PM7_COSMO_Area_square_ang 346.75

PM7_COSMO_Volue_cubic_ang 403.69

PM7_Electron_Affinity_ev 1.13

PM7_Ionization_Energy_ev 9.004

PM7_Energy_Gap_ev 7.874

PM7_Global_Hardness_ev 3.937

PM7_Global_Softness_ev 0.254000508001016

PM7_Chemical_Potential_ev -5.067

PM7_Electronigativity_ev 5.067

PM7_Back_Donation_Energy_ev -0.98425

PM7_Electrophilicity_ev 3.2606666243332487

OPENEYE_Name ~{N}-[(1~{R},2~{R},6~{S},7~{S})-4-azatricyclo[5.2.1.0^{2,6}]decan-4-yl]-4-chloro-3-sulfamoyl-benzamide

SMILES c1cc(c(cc1C(=O)NN2CC3C4CCC(C4)C3C2)S(=O)(=O)N)Cl

Canonical_SMILES O=C(c1ccc(c(c1)S(=O)(=O)N)Cl)NN1C[C@@H]2[C@H](C1)[C@H]1C[C@@H]2CC1

InChI 1/C16H20ClN3O3S/c17-14-4-3-11(6-15(14)24(18,22)23)16(21)19-20-7-12-9-1-2-10(5-9)13(12)8-20/h3-4,6,9-10,12-13H,1-2,5,7-8H2,(H,19,21)(H2,18,22,23)/f/h19H,18H2

InChI_3D 1S/C16H20ClN3O3S/c17-14-4-3-11(6-15(14)24(18,22)23)16(21)19-20-7-12-9-1-2-10(5-9)13(12)8-20/h3-4,6,9-10,12-13H,1-2,5,7-8H2,(H,19,21)(H2,18,22,23)/t9-,10+,12-,13+

AuxInfo 1/1/N:8,9,1,2,10,3,11,12,13,14,4,15,16,6,5,7,24,18,19,17,20,21,22,23/E:(1,2)(7,8)(9,10)(12,13)(22,23)/F:m/E:m/CRV:24.6/rA:44cCCCCCCCCCCCCCCCCNNNOOOSClHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s3;s2d5;s4;;s8;;;;s8s10;s9s10;s11s13;s12s14s15;s11s12;;s7s17;d7;;;s5s18d21d22;s6;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s18;s18;s19;/rC:3.0063,1.7182,0;4.0115,1.7131,0;2.9975,-.0168,0;2.5044,.8533,0;4.0026,-.0219,0;4.5148,.843,0;1.5044,.8584,0;-3.2852,-.4992,0;-3.2856,.5069,0;-2.9659,-.0171,0;-.5982,-.8144,0;-.5899,.8205,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5469,-.4983,0;-1.5474,.5076,0;;4.9887,-1.7619,0;1,-.0051,0;1.0088,1.7269,0;5.3657,-.3989,0;3.6256,-1.3849,0;4.4957,-.8919,0;5.5147,.8379,0;2.7579,2.1521,0;4.2624,2.1456,0;2.7446,-.4481,0;-3.4606,-.9674,0;-3.7772,-.4102,0;-3.7781,.4203,0;-3.4559,.977,0;-3.3513,-.3357,0;-3.3524,.3001,0;-.1667,-1.067,0;-.8046,-1.2698,0;-.793,1.2774,0;-.1562,1.0693,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;-1.9807,-.2497,0;-1.4957,1.0049,0;5.4887,-1.7659,0;4.7352,-2.1929,0;1.2478,-.4394,0;

Duplicates DB15959

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15959.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15959.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15959.sdf

Formula	C₁₆H₂₀ClN₃O₃S
MW	369.87
InChIKey	UHLOVGKIEARANS-VNHAUOCNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	24
Number_Rings	4
Number_Bonds	47
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.94
logP	3.72
PSA	100.88
MR	94.3676
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-61.62069
PM7_Total_Energy_ev	-4122.2633
PM7_Electronic_Energy_ev	-31591.27802
PM7_Dipole_Debye	1.30085
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.004
PM7_LUMO_Energy_ev	-1.13
PM7_COSMO_Area_square_ang	346.75
PM7_COSMO_Volue_cubic_ang	403.69
PM7_Electron_Affinity_ev	1.13
PM7_Ionization_Energy_ev	9.004
PM7_Energy_Gap_ev	7.874
PM7_Global_Hardness_ev	3.937
PM7_Global_Softness_ev	0.254000508001016
PM7_Chemical_Potential_ev	-5.067
PM7_Electronigativity_ev	5.067
PM7_Back_Donation_Energy_ev	-0.98425
PM7_Electrophilicity_ev	3.2606666243332487
OPENEYE_Name	~{N}-[(1~{R},2~{R},6~{S},7~{S})-4-azatricyclo[5.2.1.0^{2,6}]decan-4-yl]-4-chloro-3-sulfamoyl-benzamide
SMILES	c1cc(c(cc1C(=O)NN2CC3C4CCC(C4)C3C2)S(=O)(=O)N)Cl
Canonical_SMILES	O=C(c1ccc(c(c1)S(=O)(=O)N)Cl)NN1C[C@@H]2[C@H](C1)[C@H]1C[C@@H]2CC1
InChI	1/C16H20ClN3O3S/c17-14-4-3-11(6-15(14)24(18,22)23)16(21)19-20-7-12-9-1-2-10(5-9)13(12)8-20/h3-4,6,9-10,12-13H,1-2,5,7-8H2,(H,19,21)(H2,18,22,23)/f/h19H,18H2
InChI_3D	1S/C16H20ClN3O3S/c17-14-4-3-11(6-15(14)24(18,22)23)16(21)19-20-7-12-9-1-2-10(5-9)13(12)8-20/h3-4,6,9-10,12-13H,1-2,5,7-8H2,(H,19,21)(H2,18,22,23)/t9-,10+,12-,13+
AuxInfo	1/1/N:8,9,1,2,10,3,11,12,13,14,4,15,16,6,5,7,24,18,19,17,20,21,22,23/E:(1,2)(7,8)(9,10)(12,13)(22,23)/F:m/E:m/CRV:24.6/rA:44cCCCCCCCCCCCCCCCCNNNOOOSClHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s3;s2d5;s4;;s8;;;;s8s10;s9s10;s11s13;s12s14s15;s11s12;;s7s17;d7;;;s5s18d21d22;s6;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s18;s18;s19;/rC:3.0063,1.7182,0;4.0115,1.7131,0;2.9975,-.0168,0;2.5044,.8533,0;4.0026,-.0219,0;4.5148,.843,0;1.5044,.8584,0;-3.2852,-.4992,0;-3.2856,.5069,0;-2.9659,-.0171,0;-.5982,-.8144,0;-.5899,.8205,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5469,-.4983,0;-1.5474,.5076,0;;4.9887,-1.7619,0;1,-.0051,0;1.0088,1.7269,0;5.3657,-.3989,0;3.6256,-1.3849,0;4.4957,-.8919,0;5.5147,.8379,0;2.7579,2.1521,0;4.2624,2.1456,0;2.7446,-.4481,0;-3.4606,-.9674,0;-3.7772,-.4102,0;-3.7781,.4203,0;-3.4559,.977,0;-3.3513,-.3357,0;-3.3524,.3001,0;-.1667,-1.067,0;-.8046,-1.2698,0;-.793,1.2774,0;-.1562,1.0693,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;-1.9807,-.2497,0;-1.4957,1.0049,0;5.4887,-1.7659,0;4.7352,-2.1929,0;1.2478,-.4394,0;
Duplicates	DB15959
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15959.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15959.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15959.sdf