CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07397 (6836)

Formula C₂₂H₂₁N₅O₅S

MW 467.5

InChIKey ITADELAVAWJACR-BQYZHPQKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 58

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 10

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -0.11

logP 2.77

PSA 184.51

MR 124.496

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -139.5104

PM7_Total_Energy_ev -5571.09244

PM7_Electronic_Energy_ev -46306.7194

PM7_Dipole_Debye 8.33433

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.997

PM7_LUMO_Energy_ev -1.5

PM7_COSMO_Area_square_ang 443.22

PM7_COSMO_Volue_cubic_ang 507.84

PM7_Electron_Affinity_ev 1.5

PM7_Ionization_Energy_ev 8.997

PM7_Energy_Gap_ev 7.497

PM7_Global_Hardness_ev 3.7485

PM7_Global_Softness_ev 0.2667733760170735

PM7_Chemical_Potential_ev -5.2485

PM7_Electronigativity_ev 5.2485

PM7_Back_Donation_Energy_ev -0.937125

PM7_Electrophilicity_ev 3.674370048019208

OPENEYE_Name (5~{S})-5-(2-amino-2-oxo-ethyl)-4-oxo-~{N}-[(3-oxo-4~{H}-1,4-benzoxazin-6-yl)methyl]-5,6,7,8-tetrahydro-3~{H}-benzothiopheno[2,3-d]pyrimidine-2-carboxamide

SMILES c1cc2c(cc1CNC(=O)c3nc4c(c5c(s4)CCCC5CC(=O)N)c(=O)[nH]3)NC(=O)CO2

Canonical_SMILES NC(=O)C[C@@H]1CCCc2c1c1c(=O)[nH]c(nc1s2)C(=O)NCc1ccc2c(c1)NC(=O)CO2

InChI 1/C22H21N5O5S/c23-15(28)7-11-2-1-3-14-17(11)18-20(30)26-19(27-22(18)33-14)21(31)24-8-10-4-5-13-12(6-10)25-16(29)9-32-13/h4-6,11H,1-3,7-9H2,(H2,23,28)(H,24,31)(H,25,29)(H,26,27,30)/f/h24-26H,23H2

InChI_3D 1S/C22H21N5O5S/c23-15(28)7-11-2-1-3-14-17(11)18-20(30)26-19(27-22(18)33-14)21(31)24-8-10-4-5-13-12(6-10)25-16(29)9-32-13/h4-6,11H,1-3,7-9H2,(H2,23,28)(H,24,31)(H,25,29)(H,26,27,30)/t11-/m0/s1

AuxInfo 1/1/N:18,19,16,1,2,3,22,21,17,6,20,7,8,9,15,13,5,4,12,11,14,10,26,27,24,25,23,31,29,28,30,32,33/F:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s4;s1d3;s3;s2d7;d5;d4;s4;;;s12;;s9;s13;s16;s18;s5s19;s6;s15s20;s10d12;s7s13;s11s12;s15;s14s21;d11;d13;d14;d15;s8s17;s9s10;s1;s2;s3;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s22;s22;s24;s25;s26;s26;s27;/rC:-4.2828,-.8394,0;-5.266,-.6287,0;-3.9089,.8557,0;1.9631,-.4291,0;2.9631,-.4326,0;-3.6042,-.0973,0;-4.8863,1.0749,0;-5.5639,.3318,0;3.2835,.528,0;1.6566,.5296,0;1.2916,-1.175,0;;-6.1703,2.2457,0;-.9769,.2139,0;4.6365,-3.7458,0;4.2719,.7349,0;-6.8479,1.5027,0;4.9434,-.0258,0;4.6229,-.9863,0;3.631,-1.1862,0;-2.6274,-.3112,0;4.2708,-2.815,0;.6786,.7423,0;-5.1893,2.0279,0;.3065,-.9587,0;5.6254,-3.8945,0;-1.6505,-.5251,0;1.5975,-2.1271,0;-6.472,3.1991,0;-1.28,1.1669,0;4.0132,-4.5278,0;-6.5445,.5418,0;2.4666,1.122,0;-4.1305,-1.3157,0;-5.6034,-.9977,0;-3.5714,1.2246,0;4.0871,1.1995,0;4.6979,.9966,0;-7.2911,1.2713,0;-7.153,1.8988,0;5.2548,.3654,0;5.3829,-.2643,0;5.1174,-1.0602,0;4.6355,-1.4861,0;3.2047,-1.4474,0;-2.5204,.1772,0;-2.7343,-.7996,0;3.8055,-2.9978,0;4.7362,-2.6322,0;-4.8519,2.3969,0;-.0302,-1.3284,0;5.937,-3.5035,0;5.8082,-4.3599,0;-1.4989,-1.0016,0;

Duplicates DB07397

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07397.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07397.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07397.sdf

Formula	C₂₂H₂₁N₅O₅S
MW	467.5
InChIKey	ITADELAVAWJACR-BQYZHPQKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	58
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	10
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-0.11
logP	2.77
PSA	184.51
MR	124.496
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-139.5104
PM7_Total_Energy_ev	-5571.09244
PM7_Electronic_Energy_ev	-46306.7194
PM7_Dipole_Debye	8.33433
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.997
PM7_LUMO_Energy_ev	-1.5
PM7_COSMO_Area_square_ang	443.22
PM7_COSMO_Volue_cubic_ang	507.84
PM7_Electron_Affinity_ev	1.5
PM7_Ionization_Energy_ev	8.997
PM7_Energy_Gap_ev	7.497
PM7_Global_Hardness_ev	3.7485
PM7_Global_Softness_ev	0.2667733760170735
PM7_Chemical_Potential_ev	-5.2485
PM7_Electronigativity_ev	5.2485
PM7_Back_Donation_Energy_ev	-0.937125
PM7_Electrophilicity_ev	3.674370048019208
OPENEYE_Name	(5~{S})-5-(2-amino-2-oxo-ethyl)-4-oxo-~{N}-[(3-oxo-4~{H}-1,4-benzoxazin-6-yl)methyl]-5,6,7,8-tetrahydro-3~{H}-benzothiopheno[2,3-d]pyrimidine-2-carboxamide
SMILES	c1cc2c(cc1CNC(=O)c3nc4c(c5c(s4)CCCC5CC(=O)N)c(=O)[nH]3)NC(=O)CO2
Canonical_SMILES	NC(=O)C[C@@H]1CCCc2c1c1c(=O)[nH]c(nc1s2)C(=O)NCc1ccc2c(c1)NC(=O)CO2
InChI	1/C22H21N5O5S/c23-15(28)7-11-2-1-3-14-17(11)18-20(30)26-19(27-22(18)33-14)21(31)24-8-10-4-5-13-12(6-10)25-16(29)9-32-13/h4-6,11H,1-3,7-9H2,(H2,23,28)(H,24,31)(H,25,29)(H,26,27,30)/f/h24-26H,23H2
InChI_3D	1S/C22H21N5O5S/c23-15(28)7-11-2-1-3-14-17(11)18-20(30)26-19(27-22(18)33-14)21(31)24-8-10-4-5-13-12(6-10)25-16(29)9-32-13/h4-6,11H,1-3,7-9H2,(H2,23,28)(H,24,31)(H,25,29)(H,26,27,30)/t11-/m0/s1
AuxInfo	1/1/N:18,19,16,1,2,3,22,21,17,6,20,7,8,9,15,13,5,4,12,11,14,10,26,27,24,25,23,31,29,28,30,32,33/F:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s4;s1d3;s3;s2d7;d5;d4;s4;;;s12;;s9;s13;s16;s18;s5s19;s6;s15s20;s10d12;s7s13;s11s12;s15;s14s21;d11;d13;d14;d15;s8s17;s9s10;s1;s2;s3;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s22;s22;s24;s25;s26;s26;s27;/rC:-4.2828,-.8394,0;-5.266,-.6287,0;-3.9089,.8557,0;1.9631,-.4291,0;2.9631,-.4326,0;-3.6042,-.0973,0;-4.8863,1.0749,0;-5.5639,.3318,0;3.2835,.528,0;1.6566,.5296,0;1.2916,-1.175,0;;-6.1703,2.2457,0;-.9769,.2139,0;4.6365,-3.7458,0;4.2719,.7349,0;-6.8479,1.5027,0;4.9434,-.0258,0;4.6229,-.9863,0;3.631,-1.1862,0;-2.6274,-.3112,0;4.2708,-2.815,0;.6786,.7423,0;-5.1893,2.0279,0;.3065,-.9587,0;5.6254,-3.8945,0;-1.6505,-.5251,0;1.5975,-2.1271,0;-6.472,3.1991,0;-1.28,1.1669,0;4.0132,-4.5278,0;-6.5445,.5418,0;2.4666,1.122,0;-4.1305,-1.3157,0;-5.6034,-.9977,0;-3.5714,1.2246,0;4.0871,1.1995,0;4.6979,.9966,0;-7.2911,1.2713,0;-7.153,1.8988,0;5.2548,.3654,0;5.3829,-.2643,0;5.1174,-1.0602,0;4.6355,-1.4861,0;3.2047,-1.4474,0;-2.5204,.1772,0;-2.7343,-.7996,0;3.8055,-2.9978,0;4.7362,-2.6322,0;-4.8519,2.3969,0;-.0302,-1.3284,0;5.937,-3.5035,0;5.8082,-4.3599,0;-1.4989,-1.0016,0;
Duplicates	DB07397
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07397.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07397.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07397.sdf