CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12587_p0 (10360)

Formula C₁₈H₂₁N₃O₄S₂

MW 407.5

InChIKey XFGOMLIRJYURLQ-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.18

logP 2.0307

PSA 156.3

MR 111.455

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -60.80589

PM7_Total_Energy_ev -4585.62263

PM7_Electronic_Energy_ev -38879.51412

PM7_Dipole_Debye 2.6944

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.507

PM7_LUMO_Energy_ev -1.069

PM7_COSMO_Area_square_ang 369.47

PM7_COSMO_Volue_cubic_ang 463.93

PM7_Electron_Affinity_ev 1.069

PM7_Ionization_Energy_ev 8.507

PM7_Energy_Gap_ev 7.438

PM7_Global_Hardness_ev 3.719

PM7_Global_Softness_ev 0.26888948642108096

PM7_Chemical_Potential_ev -4.788

PM7_Electronigativity_ev 4.788

PM7_Back_Donation_Energy_ev -0.92975

PM7_Electrophilicity_ev 3.0821382091960206

OPENEYE_Name (4~{R},5~{S},6~{S})-6-[(1~{R})-1-hydroxyethyl]-4-methyl-3-[4-[(5~{S})-5-methyl-2,5-dihydro-1~{H}-pyrrol-3-yl]thiazol-2-yl]sulfanyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

SMILES c1c(nc(s1)SC2=C(N3C(=O)C(C3C2C)C(C)O)C(=O)O)C4=CC(NC4)C

Canonical_SMILES C[C@@H]1NCC(=C1)c1csc(n1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C

InChI 1/C18H21N3O4S2/c1-7-4-10(5-19-7)11-6-26-18(20-11)27-15-8(2)13-12(9(3)22)16(23)21(13)14(15)17(24)25/h4,6-9,12-13,19,22H,5H2,1-3H3,(H,24,25)/f/h24H

InChI_3D 1S/C18H21N3O4S2/c1-7-4-10(5-19-7)11-6-26-18(20-11)27-15-8(2)13-12(9(3)22)16(23)21(13)14(15)17(24)25/h4,6-9,12-13,19,22H,5H2,1-3H3,(H,24,25)/t7-,8+,9+,12+,13+/m0/s1

AuxInfo 1/1/N:15,16,17,4,10,1,11,12,18,5,2,13,14,6,7,8,9,3,20,19,21,25,22,23,24,26,27/E:(24,25)/F:15,16,17,4,10,1,11,12,18,5,2,13,14,6,7,8,9,3,20,19,21,25,22,24,23,26,27/rA:48cCCCCCCCCCCCCCCCCCCNNNOOOOSSHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s2d4;;d6;;s6;s5;s4;s7;s8;s12s13;s11;s12;;s13s17;s2d3;s10s11;s6s8s14;d8;d9;s9;s18;s1s3;s3s7;s1;s4;s10;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s20;s24;s25;/rC:1.8391,2.4496,0;2.7058,1.9506,0;1.5001,.8658,0;4.486,1.8553,0;3.6194,2.3572,0;-.5881,-.8091,0;;-2.5392,-.4999,0;-.2793,-1.7602,0;3.8266,3.3371,0;5.2283,2.5254,0;-.5878,.8091,0;-2.5392,.5002,0;-1.5391,.5002,0;6.2559,1.1088,0;-1.2994,2.4079,0;-4.5392,.5002,0;-3.5392,.5002,0;2.4962,.9714,0;4.8257,3.4412,0;-1.5392,-.4999,0;-3.2463,-1.207,0;.6989,-1.9683,0;-.9485,-2.5032,0;-3.5392,-.4998,0;1.0926,1.7839,0;1,-.0001,0;1.7878,2.9469,0;4.5383,1.3581,0;3.8267,3.8371,0;3.3293,3.3892,0;5.662,2.7742,0;-.1548,1.0591,0;-2.5392,1.0002,0;-1.1346,.2062,0;5.8511,.8152,0;6.6606,1.4024,0;6.5495,.7041,0;-.8426,2.6112,0;-1.7562,2.2046,0;-1.5027,2.8647,0;-4.5392,.0002,0;-4.5392,1.0002,0;-5.0392,.5002,0;-3.5392,1.0002,0;5.077,3.8735,0;-.7941,-2.9788,0;-3.9722,-.7498,0;

Duplicates DB12587_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12587_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12587_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12587_p0.sdf

Formula	C₁₈H₂₁N₃O₄S₂
MW	407.5
InChIKey	XFGOMLIRJYURLQ-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.18
logP	2.0307
PSA	156.3
MR	111.455
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-60.80589
PM7_Total_Energy_ev	-4585.62263
PM7_Electronic_Energy_ev	-38879.51412
PM7_Dipole_Debye	2.6944
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.507
PM7_LUMO_Energy_ev	-1.069
PM7_COSMO_Area_square_ang	369.47
PM7_COSMO_Volue_cubic_ang	463.93
PM7_Electron_Affinity_ev	1.069
PM7_Ionization_Energy_ev	8.507
PM7_Energy_Gap_ev	7.438
PM7_Global_Hardness_ev	3.719
PM7_Global_Softness_ev	0.26888948642108096
PM7_Chemical_Potential_ev	-4.788
PM7_Electronigativity_ev	4.788
PM7_Back_Donation_Energy_ev	-0.92975
PM7_Electrophilicity_ev	3.0821382091960206
OPENEYE_Name	(4~{R},5~{S},6~{S})-6-[(1~{R})-1-hydroxyethyl]-4-methyl-3-[4-[(5~{S})-5-methyl-2,5-dihydro-1~{H}-pyrrol-3-yl]thiazol-2-yl]sulfanyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
SMILES	c1c(nc(s1)SC2=C(N3C(=O)C(C3C2C)C(C)O)C(=O)O)C4=CC(NC4)C
Canonical_SMILES	C[C@@H]1NCC(=C1)c1csc(n1)SC1=C(C(=O)O)N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C
InChI	1/C18H21N3O4S2/c1-7-4-10(5-19-7)11-6-26-18(20-11)27-15-8(2)13-12(9(3)22)16(23)21(13)14(15)17(24)25/h4,6-9,12-13,19,22H,5H2,1-3H3,(H,24,25)/f/h24H
InChI_3D	1S/C18H21N3O4S2/c1-7-4-10(5-19-7)11-6-26-18(20-11)27-15-8(2)13-12(9(3)22)16(23)21(13)14(15)17(24)25/h4,6-9,12-13,19,22H,5H2,1-3H3,(H,24,25)/t7-,8+,9+,12+,13+/m0/s1
AuxInfo	1/1/N:15,16,17,4,10,1,11,12,18,5,2,13,14,6,7,8,9,3,20,19,21,25,22,23,24,26,27/E:(24,25)/F:15,16,17,4,10,1,11,12,18,5,2,13,14,6,7,8,9,3,20,19,21,25,22,24,23,26,27/rA:48cCCCCCCCCCCCCCCCCCCNNNOOOOSSHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s2d4;;d6;;s6;s5;s4;s7;s8;s12s13;s11;s12;;s13s17;s2d3;s10s11;s6s8s14;d8;d9;s9;s18;s1s3;s3s7;s1;s4;s10;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s20;s24;s25;/rC:1.8391,2.4496,0;2.7058,1.9506,0;1.5001,.8658,0;4.486,1.8553,0;3.6194,2.3572,0;-.5881,-.8091,0;;-2.5392,-.4999,0;-.2793,-1.7602,0;3.8266,3.3371,0;5.2283,2.5254,0;-.5878,.8091,0;-2.5392,.5002,0;-1.5391,.5002,0;6.2559,1.1088,0;-1.2994,2.4079,0;-4.5392,.5002,0;-3.5392,.5002,0;2.4962,.9714,0;4.8257,3.4412,0;-1.5392,-.4999,0;-3.2463,-1.207,0;.6989,-1.9683,0;-.9485,-2.5032,0;-3.5392,-.4998,0;1.0926,1.7839,0;1,-.0001,0;1.7878,2.9469,0;4.5383,1.3581,0;3.8267,3.8371,0;3.3293,3.3892,0;5.662,2.7742,0;-.1548,1.0591,0;-2.5392,1.0002,0;-1.1346,.2062,0;5.8511,.8152,0;6.6606,1.4024,0;6.5495,.7041,0;-.8426,2.6112,0;-1.7562,2.2046,0;-1.5027,2.8647,0;-4.5392,.0002,0;-4.5392,1.0002,0;-5.0392,.5002,0;-3.5392,1.0002,0;5.077,3.8735,0;-.7941,-2.9788,0;-3.9722,-.7498,0;
Duplicates	DB12587_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12587_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12587_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12587_p0.sdf