CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04041_p7 (4339)

Formula C₂₄H₂₃N₅O₁₁S₂

MW 621.59

InChIKey GPHOELDACAWWAE-NQXTVEMLNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 42

Number_Rings 3

Number_Bonds 69

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 16

HB_Donor 5

HB_Acceptor 10

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 16

Lipinski_Violations 2

XLogP3 0

XLogP -2.71

logP 2.9744

PSA 322.92

MR 160.958

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -145.93297

PM7_Total_Energy_ev -7781.69714

PM7_Electronic_Energy_ev -77957.82105

PM7_Dipole_Debye 13.27654

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.884

PM7_LUMO_Energy_ev -1.923

PM7_COSMO_Area_square_ang 498.96

PM7_COSMO_Volue_cubic_ang 659.01

PM7_Electron_Affinity_ev 1.923

PM7_Ionization_Energy_ev 8.884

PM7_Energy_Gap_ev 6.961

PM7_Global_Hardness_ev 3.4805

PM7_Global_Softness_ev 0.28731504094239335

PM7_Chemical_Potential_ev -5.4035

PM7_Electronigativity_ev 5.4035

PM7_Back_Donation_Energy_ev -0.870125

PM7_Electrophilicity_ev 4.194485311018532

OPENEYE_Name (2~{R})-2-[(1~{R})-2-[(2~{S})-2-azaniumyl-2-carboxylato-ethoxy]-1-[(~{Z})-[1-hydroxy-2-(2-thienyl)ethylidene]amino]-2-oxo-ethyl]-5-[(~{E})-2-(2,4-dinitrophenyl)vinyl]-3,6-dihydro-2~{H}-1,3-thiazin-3-ium-4-carboxylate

SMILES c1cc(sc1)CC(=NC(C(=O)OCC(C(=O)[O-])[NH3+])C2[NH2+]C(=C(CS2)C=Cc3ccc(cc3N(=O)=O)N(=O)=O)C(=O)[O-])O

Canonical_SMILES O=C([C@H]([C@H]1SCC(=C([NH2+]1)C(=O)O)/C=C/c1ccc(cc1N(=O)=O)N(=O)=O)/N=C(/Cc1cccs1)O)OC[C@@H](C(=O)O)[NH3+]

InChI 1/C24H23N5O11S2/c25-16(22(31)32)10-40-24(35)20(26-18(30)9-15-2-1-7-41-15)21-27-19(23(33)34)13(11-42-21)4-3-12-5-6-14(28(36)37)8-17(12)29(38)39/h1-8,16,20-21,27H,9-11,25H2,(H,26,30)(H,31,32)(H,33,34)/f/h25,27,30H

InChI_3D 1S/C24H23N5O11S2/c25-16(22(31)32)10-40-24(35)20(26-18(30)9-15-2-1-7-41-15)21-27-19(23(33)34)13(11-42-21)4-3-12-5-6-14(28(36)37)8-17(12)29(38)39/h1-8,16,20-21,27H,9-11,25H2,(H,26,30)(H,31,32)(H,33,34)/p+2/b4-3+/t16-,20-,21+/m0/s1

AuxInfo 1/1/N:1,4,13,14,2,3,6,5,21,22,19,7,11,8,10,23,9,16,12,24,20,17,15,18,27,25,26,28,29,30,31,33,32,39,34,35,36,37,38,40,41,42/E:(31,32)(33,34)(36,37)(38,39)/F:m/E:m/CRV:28.5,29.5/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCNN+N+NNOO-OOOOOOOO-OSSHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s1;;d1;s2;s3d5;s5d7;d4;;d11;s7;s11w13;s12;;;;s11;;s10s16;;s17s22;s18s20;w16s24;s12s20;s23;s8;s9;s16;s17;d15;d17;d18;d28;d28;d29;d29;s15;s18s22;s6s10;s19s20;s1;s2;s3;s4;s5;s6;s13;s14;s19;s19;s20;s21;s21;s22;s22;s23;s24;s26;s27;s27;s26;s27;s30;/rC:3.7412,7.5048,0;-2.5929,-1.509,0;-3.4582,-2.0103,0;3.7009,6.5041,0;-4.3323,-.5114,0;2.8025,7.8494,0;-2.5973,-.5038,0;-4.3279,-1.5166,0;-3.4671,.0001,0;2.7374,6.2309,0;;.8675,-.4975,0;-1.732,-.0025,0;-.8653,-.5013,0;.8675,-1.4975,0;2.0459,4.3542,0;6.2693,3.1883,0;3.2783,2.3016,0;0,1.0052,0;1.735,1.0052,0;2.3917,5.2925,0;4.9852,2.5956,0;5.9236,2.2499,0;2.34,2.6473,0;2.6857,3.5856,0;1.735,0,0;6.8619,1.9042,0;-5.191,-2.0217,0;-3.4715,1.0001,0;1.0605,4.1844,0;7.2548,3.358,0;.0015,-1.9975,0;5.6295,3.9568,0;3.4481,1.3161,0;-6.0599,-1.5267,0;-5.1851,-3.0216,0;-2.6077,1.5039,0;-4.3397,1.4963,0;1.7335,-1.9975,0;4.0469,2.9413,0;2.1797,7.0665,0;.8675,1.5129,0;4.1569,7.7828,0;-2.1592,-1.7577,0;-3.456,-2.5103,0;4.0937,6.1947,0;-4.7672,-.2646,0;2.6675,8.3308,0;-1.7328,.4975,0;-.8646,-1.0013,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;1.9225,5.4654,0;2.8608,5.1197,0;4.8124,2.1265,0;5.1581,3.0648,0;5.7507,1.7807,0;1.8708,2.8202,0;2.2275,.0863,0;6.6891,1.435,0;7.0348,2.3734,0;1.9051,-.4702,0;7.3311,1.7313,0;.7406,4.5687,0;

Duplicates DB04041_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04041_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04041_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04041_p7.sdf

Formula	C₂₄H₂₃N₅O₁₁S₂
MW	621.59
InChIKey	GPHOELDACAWWAE-NQXTVEMLNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	42
Number_Rings	3
Number_Bonds	69
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	16
HB_Donor	5
HB_Acceptor	10
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	16
Lipinski_Violations	2
XLogP3	0
XLogP	-2.71
logP	2.9744
PSA	322.92
MR	160.958
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-145.93297
PM7_Total_Energy_ev	-7781.69714
PM7_Electronic_Energy_ev	-77957.82105
PM7_Dipole_Debye	13.27654
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.884
PM7_LUMO_Energy_ev	-1.923
PM7_COSMO_Area_square_ang	498.96
PM7_COSMO_Volue_cubic_ang	659.01
PM7_Electron_Affinity_ev	1.923
PM7_Ionization_Energy_ev	8.884
PM7_Energy_Gap_ev	6.961
PM7_Global_Hardness_ev	3.4805
PM7_Global_Softness_ev	0.28731504094239335
PM7_Chemical_Potential_ev	-5.4035
PM7_Electronigativity_ev	5.4035
PM7_Back_Donation_Energy_ev	-0.870125
PM7_Electrophilicity_ev	4.194485311018532
OPENEYE_Name	(2~{R})-2-[(1~{R})-2-[(2~{S})-2-azaniumyl-2-carboxylato-ethoxy]-1-[(~{Z})-[1-hydroxy-2-(2-thienyl)ethylidene]amino]-2-oxo-ethyl]-5-[(~{E})-2-(2,4-dinitrophenyl)vinyl]-3,6-dihydro-2~{H}-1,3-thiazin-3-ium-4-carboxylate
SMILES	c1cc(sc1)CC(=NC(C(=O)OCC(C(=O)[O-])[NH3+])C2[NH2+]C(=C(CS2)C=Cc3ccc(cc3N(=O)=O)N(=O)=O)C(=O)[O-])O
Canonical_SMILES	O=C([C@H]([C@H]1SCC(=C([NH2+]1)C(=O)O)/C=C/c1ccc(cc1N(=O)=O)N(=O)=O)/N=C(/Cc1cccs1)O)OC[C@@H](C(=O)O)[NH3+]
InChI	1/C24H23N5O11S2/c25-16(22(31)32)10-40-24(35)20(26-18(30)9-15-2-1-7-41-15)21-27-19(23(33)34)13(11-42-21)4-3-12-5-6-14(28(36)37)8-17(12)29(38)39/h1-8,16,20-21,27H,9-11,25H2,(H,26,30)(H,31,32)(H,33,34)/f/h25,27,30H
InChI_3D	1S/C24H23N5O11S2/c25-16(22(31)32)10-40-24(35)20(26-18(30)9-15-2-1-7-41-15)21-27-19(23(33)34)13(11-42-21)4-3-12-5-6-14(28(36)37)8-17(12)29(38)39/h1-8,16,20-21,27H,9-11,25H2,(H,26,30)(H,31,32)(H,33,34)/p+2/b4-3+/t16-,20-,21+/m0/s1
AuxInfo	1/1/N:1,4,13,14,2,3,6,5,21,22,19,7,11,8,10,23,9,16,12,24,20,17,15,18,27,25,26,28,29,30,31,33,32,39,34,35,36,37,38,40,41,42/E:(31,32)(33,34)(36,37)(38,39)/F:m/E:m/CRV:28.5,29.5/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCNN+N+NNOO-OOOOOOOO-OSSHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s1;;d1;s2;s3d5;s5d7;d4;;d11;s7;s11w13;s12;;;;s11;;s10s16;;s17s22;s18s20;w16s24;s12s20;s23;s8;s9;s16;s17;d15;d17;d18;d28;d28;d29;d29;s15;s18s22;s6s10;s19s20;s1;s2;s3;s4;s5;s6;s13;s14;s19;s19;s20;s21;s21;s22;s22;s23;s24;s26;s27;s27;s26;s27;s30;/rC:3.7412,7.5048,0;-2.5929,-1.509,0;-3.4582,-2.0103,0;3.7009,6.5041,0;-4.3323,-.5114,0;2.8025,7.8494,0;-2.5973,-.5038,0;-4.3279,-1.5166,0;-3.4671,.0001,0;2.7374,6.2309,0;;.8675,-.4975,0;-1.732,-.0025,0;-.8653,-.5013,0;.8675,-1.4975,0;2.0459,4.3542,0;6.2693,3.1883,0;3.2783,2.3016,0;0,1.0052,0;1.735,1.0052,0;2.3917,5.2925,0;4.9852,2.5956,0;5.9236,2.2499,0;2.34,2.6473,0;2.6857,3.5856,0;1.735,0,0;6.8619,1.9042,0;-5.191,-2.0217,0;-3.4715,1.0001,0;1.0605,4.1844,0;7.2548,3.358,0;.0015,-1.9975,0;5.6295,3.9568,0;3.4481,1.3161,0;-6.0599,-1.5267,0;-5.1851,-3.0216,0;-2.6077,1.5039,0;-4.3397,1.4963,0;1.7335,-1.9975,0;4.0469,2.9413,0;2.1797,7.0665,0;.8675,1.5129,0;4.1569,7.7828,0;-2.1592,-1.7577,0;-3.456,-2.5103,0;4.0937,6.1947,0;-4.7672,-.2646,0;2.6675,8.3308,0;-1.7328,.4975,0;-.8646,-1.0013,0;-.4922,.9174,0;-.1729,1.4744,0;2.2272,.9174,0;1.9225,5.4654,0;2.8608,5.1197,0;4.8124,2.1265,0;5.1581,3.0648,0;5.7507,1.7807,0;1.8708,2.8202,0;2.2275,.0863,0;6.6891,1.435,0;7.0348,2.3734,0;1.9051,-.4702,0;7.3311,1.7313,0;.7406,4.5687,0;
Duplicates	DB04041_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04041_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04041_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04041_p7.sdf