CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12756_p0 (10541)

Formula C₂₈H₃₂N₄O₃S

MW 504.65

InChIKey WKDACQVEJIVHMZ-PUXXYCQMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 72

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 4.16

logP 6.0271

PSA 103.54

MR 148.597

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -53.10806

PM7_Total_Energy_ev -5678.77487

PM7_Electronic_Energy_ev -54470.41853

PM7_Dipole_Debye 4.84959

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.773

PM7_LUMO_Energy_ev -1.049

PM7_COSMO_Area_square_ang 504.65

PM7_COSMO_Volue_cubic_ang 595.02

PM7_Electron_Affinity_ev 1.049

PM7_Ionization_Energy_ev 8.773

PM7_Energy_Gap_ev 7.724

PM7_Global_Hardness_ev 3.862

PM7_Global_Softness_ev 0.2589331952356292

PM7_Chemical_Potential_ev -4.911

PM7_Electronigativity_ev 4.911

PM7_Back_Donation_Energy_ev -0.9655

PM7_Electrophilicity_ev 3.122465173485241

OPENEYE_Name 5-(3-ethylsulfonylphenyl)-3,8-dimethyl-~{N}-(1-methyl-4-piperidyl)-9~{H}-pyrido[2,3-b]indole-7-carboxamide

SMILES c1cc(cc(c1)S(=O)(=O)CC)c2cc(c(c3c2c4cc(cnc4[nH]3)C)C)C(=O)NC5CCN(CC5)C

Canonical_SMILES CCS(=O)(=O)c1cccc(c1)c1cc(C(=O)NC2CCN(CC2)C)c(c2c1c1cc(C)cnc1[nH]2)C

InChI 1/C28H32N4O3S/c1-5-36(34,35)21-8-6-7-19(14-21)23-15-22(28(33)30-20-9-11-32(4)12-10-20)18(3)26-25(23)24-13-17(2)16-29-27(24)31-26/h6-8,13-16,20H,5,9-12H2,1-4H3,(H,29,31)(H,30,33)/f/h30-31H

InChI_3D 1S/C28H32N4O3S/c1-5-36(34,35)21-8-6-7-19(14-21)23-15-22(28(33)30-20-9-11-32(4)12-10-20)18(3)26-25(23)24-13-17(2)16-29-27(24)31-26/h6-8,13-16,20H,5,9-12H2,1-4H3,(H,29,31)(H,30,33)

AuxInfo 1/1/N:26,24,25,27,28,1,2,3,19,20,21,22,4,6,5,7,13,14,10,23,16,12,11,8,9,15,17,18,29,32,30,31,33,34,35,36/E:(9,10)(11,12)(34,35)/F:m/E:m/CRV:36.6/rA:68nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;d4;s8;s2d6;d5s9s10;s5;s4d7;d12;d9s14;d3s6;s8;s12;;;s19;s20;s19s20;s13;s14;;;s26;s7d17;s15s17;s21s22s27;s18s23;d18;;;s16s28d34d35;s1;s2;s3;s4;s5;s6;s7;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s30;s32;/rC:3.6608,-3.8342,0;3.9744,-2.8846,0;2.6759,-4.0356,0;1.2916,-1.175,0;4.6229,-.9863,0;2.3284,-2.3357,0;;1.9631,-.4291,0;2.9631,-.4326,0;3.3132,-2.1344,0;3.631,-1.1862,0;4.9434,-.0258,0;.3065,-.9587,0;4.2719,.7349,0;3.2835,.528,0;2.0048,-3.2873,0;1.6566,.5296,0;5.9234,.1734,0;9.1515,.2987,0;8.3249,-1.2267,0;10.0353,-.1802,0;9.2087,-1.7056,0;8.3008,-.227,0;-.3669,-1.698,0;4.5871,1.6839,0;-.9344,-3.8883,0;10.9476,-1.6612,0;.0453,-3.688,0;.6786,.7423,0;2.4666,1.122,0;10.0683,-1.1848,0;6.5859,-.5756,0;6.2408,1.1217,0;1.2253,-4.4674,0;.8247,-2.5079,0;1.025,-3.4877,0;3.993,-4.2079,0;4.4643,-2.7845,0;2.5192,-4.5103,0;1.4445,-1.651,0;4.954,-1.3609,0;1.9978,-1.9606,0;-.4884,.107,0;8.8192,.6723,0;9.4621,.6906,0;8.1662,-1.7009,0;7.8305,-1.1523,0;10.1926,.2944,0;10.5301,-.2518,0;9.5388,-2.0811,0;8.897,-2.0966,0;8.1167,.2379,0;.0028,-2.0347,0;-.7035,-2.0677,0;-.7365,-1.3613,0;4.1125,1.8415,0;4.7446,2.1585,0;5.0616,1.5264,0;-.8343,-4.3781,0;-1.0346,-3.3984,0;-1.4243,-3.9884,0;11.1858,-1.2216,0;10.7093,-2.1009,0;11.3872,-1.8995,0;-.0549,-3.1981,0;.1455,-4.1778,0;2.4659,1.622,0;6.4271,-1.0498,0;

Duplicates DB12756_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12756_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12756_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12756_p0.sdf

Formula	C₂₈H₃₂N₄O₃S
MW	504.65
InChIKey	WKDACQVEJIVHMZ-PUXXYCQMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	72
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	4.16
logP	6.0271
PSA	103.54
MR	148.597
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-53.10806
PM7_Total_Energy_ev	-5678.77487
PM7_Electronic_Energy_ev	-54470.41853
PM7_Dipole_Debye	4.84959
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.773
PM7_LUMO_Energy_ev	-1.049
PM7_COSMO_Area_square_ang	504.65
PM7_COSMO_Volue_cubic_ang	595.02
PM7_Electron_Affinity_ev	1.049
PM7_Ionization_Energy_ev	8.773
PM7_Energy_Gap_ev	7.724
PM7_Global_Hardness_ev	3.862
PM7_Global_Softness_ev	0.2589331952356292
PM7_Chemical_Potential_ev	-4.911
PM7_Electronigativity_ev	4.911
PM7_Back_Donation_Energy_ev	-0.9655
PM7_Electrophilicity_ev	3.122465173485241
OPENEYE_Name	5-(3-ethylsulfonylphenyl)-3,8-dimethyl-~{N}-(1-methyl-4-piperidyl)-9~{H}-pyrido[2,3-b]indole-7-carboxamide
SMILES	c1cc(cc(c1)S(=O)(=O)CC)c2cc(c(c3c2c4cc(cnc4[nH]3)C)C)C(=O)NC5CCN(CC5)C
Canonical_SMILES	CCS(=O)(=O)c1cccc(c1)c1cc(C(=O)NC2CCN(CC2)C)c(c2c1c1cc(C)cnc1[nH]2)C
InChI	1/C28H32N4O3S/c1-5-36(34,35)21-8-6-7-19(14-21)23-15-22(28(33)30-20-9-11-32(4)12-10-20)18(3)26-25(23)24-13-17(2)16-29-27(24)31-26/h6-8,13-16,20H,5,9-12H2,1-4H3,(H,29,31)(H,30,33)/f/h30-31H
InChI_3D	1S/C28H32N4O3S/c1-5-36(34,35)21-8-6-7-19(14-21)23-15-22(28(33)30-20-9-11-32(4)12-10-20)18(3)26-25(23)24-13-17(2)16-29-27(24)31-26/h6-8,13-16,20H,5,9-12H2,1-4H3,(H,29,31)(H,30,33)
AuxInfo	1/1/N:26,24,25,27,28,1,2,3,19,20,21,22,4,6,5,7,13,14,10,23,16,12,11,8,9,15,17,18,29,32,30,31,33,34,35,36/E:(9,10)(11,12)(34,35)/F:m/E:m/CRV:36.6/rA:68nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;d4;s8;s2d6;d5s9s10;s5;s4d7;d12;d9s14;d3s6;s8;s12;;;s19;s20;s19s20;s13;s14;;;s26;s7d17;s15s17;s21s22s27;s18s23;d18;;;s16s28d34d35;s1;s2;s3;s4;s5;s6;s7;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s30;s32;/rC:3.6608,-3.8342,0;3.9744,-2.8846,0;2.6759,-4.0356,0;1.2916,-1.175,0;4.6229,-.9863,0;2.3284,-2.3357,0;;1.9631,-.4291,0;2.9631,-.4326,0;3.3132,-2.1344,0;3.631,-1.1862,0;4.9434,-.0258,0;.3065,-.9587,0;4.2719,.7349,0;3.2835,.528,0;2.0048,-3.2873,0;1.6566,.5296,0;5.9234,.1734,0;9.1515,.2987,0;8.3249,-1.2267,0;10.0353,-.1802,0;9.2087,-1.7056,0;8.3008,-.227,0;-.3669,-1.698,0;4.5871,1.6839,0;-.9344,-3.8883,0;10.9476,-1.6612,0;.0453,-3.688,0;.6786,.7423,0;2.4666,1.122,0;10.0683,-1.1848,0;6.5859,-.5756,0;6.2408,1.1217,0;1.2253,-4.4674,0;.8247,-2.5079,0;1.025,-3.4877,0;3.993,-4.2079,0;4.4643,-2.7845,0;2.5192,-4.5103,0;1.4445,-1.651,0;4.954,-1.3609,0;1.9978,-1.9606,0;-.4884,.107,0;8.8192,.6723,0;9.4621,.6906,0;8.1662,-1.7009,0;7.8305,-1.1523,0;10.1926,.2944,0;10.5301,-.2518,0;9.5388,-2.0811,0;8.897,-2.0966,0;8.1167,.2379,0;.0028,-2.0347,0;-.7035,-2.0677,0;-.7365,-1.3613,0;4.1125,1.8415,0;4.7446,2.1585,0;5.0616,1.5264,0;-.8343,-4.3781,0;-1.0346,-3.3984,0;-1.4243,-3.9884,0;11.1858,-1.2216,0;10.7093,-2.1009,0;11.3872,-1.8995,0;-.0549,-3.1981,0;.1455,-4.1778,0;2.4659,1.622,0;6.4271,-1.0498,0;
Duplicates	DB12756_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12756_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12756_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12756_p0.sdf