CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00216_p0 (149)

Formula C₂₂H₂₆N₂O₂S

MW 382.52

InChIKey PWVXXGRKLHYWKM-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.72

logP 4.8397

PSA 61.55

MR 114.385

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -16.73067

PM7_Total_Energy_ev -4192.23553

PM7_Electronic_Energy_ev -34934.72178

PM7_Dipole_Debye 8.20958

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.423

PM7_LUMO_Energy_ev -0.49

PM7_COSMO_Area_square_ang 407.11

PM7_COSMO_Volue_cubic_ang 469.95

PM7_Electron_Affinity_ev 0.49

PM7_Ionization_Energy_ev 8.423

PM7_Energy_Gap_ev 7.933

PM7_Global_Hardness_ev 3.9665

PM7_Global_Softness_ev 0.25211143325349805

PM7_Chemical_Potential_ev -4.4565

PM7_Electronigativity_ev 4.4565

PM7_Back_Donation_Energy_ev -0.991625

PM7_Electrophilicity_ev 2.5035159775620826

OPENEYE_Name 5-[2-(benzenesulfonyl)ethyl]-3-[[(1~{S},2~{R})-1-methylpyrrolidin-2-yl]methyl]-1~{H}-indole

SMILES c1ccc(cc1)S(=O)(=O)CCc2ccc3c(c2)c(c[nH]3)CC4CCCN4C

Canonical_SMILES CN1CCC[C@@H]1Cc1c[nH]c2c1cc(cc2)CCS(=O)(=O)c1ccccc1

InChI 1/C22H26N2O2S/c1-24-12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-27(25,26)20-7-3-2-4-8-20/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3

InChI_3D 1S/C22H26N2O2S/c1-24-12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-27(25,26)20-7-3-2-4-8-20/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3/t19-/m1/s1

AuxInfo 1/0/N:19,1,2,3,15,16,6,7,4,5,21,17,22,8,20,9,11,12,18,14,10,13,23,24,25,26,27/E:(3,4)(7,8)(25,26)/CRV:27.6/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;;;s8;s4d8;d9s10;s5d10;d6s7;;s15;s15;s16;;s12s18;s11;s21;s9s13;s17s18s19;;;s14s22d25d26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;/rC:-5.2008,-3.0127,0;-5.2052,-2.0127,0;-4.3355,-3.514,0;0,1.0058,0;.868,1.5138,0;-4.3354,-1.5088,0;-3.4657,-3.0101,0;.868,-.4978,0;3.2858,.5023,0;1.736,-.0012,0;;2.6938,-.3125,0;1.736,1.0058,0;-3.4612,-2.005,0;4.6288,-4.1332,0;3.6495,-3.9239,0;5.1275,-3.2665,0;3.5435,-2.9279,0;4.8299,-.8092,0;3.0028,-1.2636,0;-.8653,-.5013,0;-1.7306,-1.0025,0;2.6938,1.3169,0;4.4615,-2.52,0;-3.0972,-.6385,0;-2.0947,-2.3691,0;-2.5959,-1.5038,0;-5.6335,-3.2633,0;-5.6389,-1.764,0;-4.3355,-4.014,0;-.4337,1.2545,0;.868,2.0138,0;-4.3376,-1.0088,0;-3.033,-3.2608,0;.8677,-.9978,0;3.7858,.5023,0;4.4742,-4.6087,0;5.0857,-4.3363,0;3.1495,-3.9241,0;3.597,-4.4211,0;5.5319,-3.5606,0;5.463,-2.8958,0;3.0545,-3.0322,0;4.3411,-.704,0;5.3187,-.9145,0;4.9351,-.3204,0;2.5272,-1.4181,0;3.4783,-1.1091,0;-.6147,-.9339,0;-1.1159,-.0686,0;-1.48,-1.4352,0;-1.9812,-.5699,0;2.8483,1.7924,0;

Duplicates DB00216_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00216_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00216_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00216_p0.sdf

Formula	C₂₂H₂₆N₂O₂S
MW	382.52
InChIKey	PWVXXGRKLHYWKM-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.72
logP	4.8397
PSA	61.55
MR	114.385
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-16.73067
PM7_Total_Energy_ev	-4192.23553
PM7_Electronic_Energy_ev	-34934.72178
PM7_Dipole_Debye	8.20958
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.423
PM7_LUMO_Energy_ev	-0.49
PM7_COSMO_Area_square_ang	407.11
PM7_COSMO_Volue_cubic_ang	469.95
PM7_Electron_Affinity_ev	0.49
PM7_Ionization_Energy_ev	8.423
PM7_Energy_Gap_ev	7.933
PM7_Global_Hardness_ev	3.9665
PM7_Global_Softness_ev	0.25211143325349805
PM7_Chemical_Potential_ev	-4.4565
PM7_Electronigativity_ev	4.4565
PM7_Back_Donation_Energy_ev	-0.991625
PM7_Electrophilicity_ev	2.5035159775620826
OPENEYE_Name	5-[2-(benzenesulfonyl)ethyl]-3-[[(1~{S},2~{R})-1-methylpyrrolidin-2-yl]methyl]-1~{H}-indole
SMILES	c1ccc(cc1)S(=O)(=O)CCc2ccc3c(c2)c(c[nH]3)CC4CCCN4C
Canonical_SMILES	CN1CCC[C@@H]1Cc1c[nH]c2c1cc(cc2)CCS(=O)(=O)c1ccccc1
InChI	1/C22H26N2O2S/c1-24-12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-27(25,26)20-7-3-2-4-8-20/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3
InChI_3D	1S/C22H26N2O2S/c1-24-12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-27(25,26)20-7-3-2-4-8-20/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3/t19-/m1/s1
AuxInfo	1/0/N:19,1,2,3,15,16,6,7,4,5,21,17,22,8,20,9,11,12,18,14,10,13,23,24,25,26,27/E:(3,4)(7,8)(25,26)/CRV:27.6/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;;;s8;s4d8;d9s10;s5d10;d6s7;;s15;s15;s16;;s12s18;s11;s21;s9s13;s17s18s19;;;s14s22d25d26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;/rC:-5.2008,-3.0127,0;-5.2052,-2.0127,0;-4.3355,-3.514,0;0,1.0058,0;.868,1.5138,0;-4.3354,-1.5088,0;-3.4657,-3.0101,0;.868,-.4978,0;3.2858,.5023,0;1.736,-.0012,0;;2.6938,-.3125,0;1.736,1.0058,0;-3.4612,-2.005,0;4.6288,-4.1332,0;3.6495,-3.9239,0;5.1275,-3.2665,0;3.5435,-2.9279,0;4.8299,-.8092,0;3.0028,-1.2636,0;-.8653,-.5013,0;-1.7306,-1.0025,0;2.6938,1.3169,0;4.4615,-2.52,0;-3.0972,-.6385,0;-2.0947,-2.3691,0;-2.5959,-1.5038,0;-5.6335,-3.2633,0;-5.6389,-1.764,0;-4.3355,-4.014,0;-.4337,1.2545,0;.868,2.0138,0;-4.3376,-1.0088,0;-3.033,-3.2608,0;.8677,-.9978,0;3.7858,.5023,0;4.4742,-4.6087,0;5.0857,-4.3363,0;3.1495,-3.9241,0;3.597,-4.4211,0;5.5319,-3.5606,0;5.463,-2.8958,0;3.0545,-3.0322,0;4.3411,-.704,0;5.3187,-.9145,0;4.9351,-.3204,0;2.5272,-1.4181,0;3.4783,-1.1091,0;-.6147,-.9339,0;-1.1159,-.0686,0;-1.48,-1.4352,0;-1.9812,-.5699,0;2.8483,1.7924,0;
Duplicates	DB00216_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00216_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00216_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00216_p0.sdf