CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03503_s0_p7 (3786)

Formula C₁₄H₂₃N₅O₅

MW 341.37

InChIKey QPJWMZVTNXFTKV-YFGAKGSUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 24

Number_Rings 1

Number_Bonds 48

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 10

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -1.71

logP 0.3745

PSA 160.01

MR 85.841

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -165.24718

PM7_Total_Energy_ev -4436.93808

PM7_Electronic_Energy_ev -35525.35039

PM7_Dipole_Debye 17.9506

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.109

PM7_LUMO_Energy_ev -0.592

PM7_COSMO_Area_square_ang 342.81

PM7_COSMO_Volue_cubic_ang 398.19

PM7_Electron_Affinity_ev 0.592

PM7_Ionization_Energy_ev 8.109

PM7_Energy_Gap_ev 7.517

PM7_Global_Hardness_ev 3.7585

PM7_Global_Softness_ev 0.26606358919781825

PM7_Chemical_Potential_ev -4.3505

PM7_Electronigativity_ev 4.3505

PM7_Back_Donation_Energy_ev -0.939625

PM7_Electrophilicity_ev 2.517872854862312

OPENEYE_Name (2~{R},3~{R},4~{S})-3-acetamido-4-[[amino(azaniumylidene)methyl]amino]-2-[methyl(propyl)carbamoyl]-3,4-dihydro-2~{H}-pyran-6-carboxylate

SMILES C1=C(OC(C(C1NC(=[NH2+])N)NC(=O)C)C(=O)N(C)CCC)C(=O)[O-]

Canonical_SMILES CCCN(C(=O)[C@@H]1OC(=C[C@@H]([C@H]1NC(=O)C)NC(=[NH2])N)C(=O)O)C

InChI 1/C14H23N5O5/c1-4-5-19(3)12(21)11-10(17-7(2)20)8(18-14(15)16)6-9(24-11)13(22)23/h6,8,10-11H,4-5H2,1-3H3,(H,17,20)(H,22,23)(H4,15,16,18)/f/h17-18H,15-16H2

InChI_3D 1S/C14H24N5O5/c1-4-5-19(3)12(21)11-10(17-7(2)20)8(18-14(15)16)6-9(24-11)13(22)23/h6,8,10-11,18H,4-5,15-16H2,1-3H3,(H,17,20)(H,22,23)/t8-,10+,11+/m0/s1

AuxInfo 1/1/N:11,10,12,13,14,1,5,7,2,9,8,4,3,6,15,16,17,18,19,22,21,20,24,23/E:(15,16)(22,23)/F:m/E:m/rA:47cCCCCCCCCCCCCCCN+NNNNOOOOO-HHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;;;s1;s4;s7s8;s5;;;s11;s13;d6;s6;s5s9;s6s7;s4s12s14;d3;d4;d5;s2s8;s3;s1;s7;s8;s9;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s14;s14;s15;s16;s16;s17;s18;s15;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.735,2.0001,0;1.4725,3.1448,0;2.4945,-.0965,0;.2991,-1.706,0;;.8675,1.5027,0;.8675,.4975,0;3.4795,.0762,0;1.8699,6.7284,0;-.1528,3.7436,0;1.5242,5.79,0;1.1784,4.8517,0;-.6859,-1.8787,0;.9412,-2.4727,0;1.8525,.6702,0;.642,-.7667,0;.8327,3.9134,0;-1.7379,3.0001,0;2.458,3.3146,0;2.1516,-1.0358,0;0,2.0104,0;-2.5995,1.4976,0;-1.3001,.2469,0;-.321,-.3833,0;1.3597,1.4149,0;1.0376,.0273,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;2.339,6.5555,0;1.4007,6.9012,0;2.0427,7.1976,0;-.0679,3.2508,0;-.2376,4.2363,0;-.6455,3.6587,0;1.9933,5.6172,0;1.055,5.9629,0;1.6476,4.6788,0;.7093,5.0246,0;-1.0069,-1.4954,0;1.4337,-2.3863,0;.7697,-2.9424,0;2.0239,1.1399,0;1.1345,-.6803,0;-.8573,-2.3484,0;

Duplicates DB03503_s0_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03503_s0_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03503_s0_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03503_s0_p7.sdf

Formula	C₁₄H₂₃N₅O₅
MW	341.37
InChIKey	QPJWMZVTNXFTKV-YFGAKGSUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	24
Number_Rings	1
Number_Bonds	48
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	10
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-1.71
logP	0.3745
PSA	160.01
MR	85.841
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-165.24718
PM7_Total_Energy_ev	-4436.93808
PM7_Electronic_Energy_ev	-35525.35039
PM7_Dipole_Debye	17.9506
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.109
PM7_LUMO_Energy_ev	-0.592
PM7_COSMO_Area_square_ang	342.81
PM7_COSMO_Volue_cubic_ang	398.19
PM7_Electron_Affinity_ev	0.592
PM7_Ionization_Energy_ev	8.109
PM7_Energy_Gap_ev	7.517
PM7_Global_Hardness_ev	3.7585
PM7_Global_Softness_ev	0.26606358919781825
PM7_Chemical_Potential_ev	-4.3505
PM7_Electronigativity_ev	4.3505
PM7_Back_Donation_Energy_ev	-0.939625
PM7_Electrophilicity_ev	2.517872854862312
OPENEYE_Name	(2~{R},3~{R},4~{S})-3-acetamido-4-[[amino(azaniumylidene)methyl]amino]-2-[methyl(propyl)carbamoyl]-3,4-dihydro-2~{H}-pyran-6-carboxylate
SMILES	C1=C(OC(C(C1NC(=[NH2+])N)NC(=O)C)C(=O)N(C)CCC)C(=O)[O-]
Canonical_SMILES	CCCN(C(=O)[C@@H]1OC(=C[C@@H]([C@H]1NC(=O)C)NC(=[NH2])N)C(=O)O)C
InChI	1/C14H23N5O5/c1-4-5-19(3)12(21)11-10(17-7(2)20)8(18-14(15)16)6-9(24-11)13(22)23/h6,8,10-11H,4-5H2,1-3H3,(H,17,20)(H,22,23)(H4,15,16,18)/f/h17-18H,15-16H2
InChI_3D	1S/C14H24N5O5/c1-4-5-19(3)12(21)11-10(17-7(2)20)8(18-14(15)16)6-9(24-11)13(22)23/h6,8,10-11,18H,4-5,15-16H2,1-3H3,(H,17,20)(H,22,23)/t8-,10+,11+/m0/s1
AuxInfo	1/1/N:11,10,12,13,14,1,5,7,2,9,8,4,3,6,15,16,17,18,19,22,21,20,24,23/E:(15,16)(22,23)/F:m/E:m/rA:47cCCCCCCCCCCCCCCN+NNNNOOOOO-HHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;;;s1;s4;s7s8;s5;;;s11;s13;d6;s6;s5s9;s6s7;s4s12s14;d3;d4;d5;s2s8;s3;s1;s7;s8;s9;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s14;s14;s15;s16;s16;s17;s18;s15;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.735,2.0001,0;1.4725,3.1448,0;2.4945,-.0965,0;.2991,-1.706,0;;.8675,1.5027,0;.8675,.4975,0;3.4795,.0762,0;1.8699,6.7284,0;-.1528,3.7436,0;1.5242,5.79,0;1.1784,4.8517,0;-.6859,-1.8787,0;.9412,-2.4727,0;1.8525,.6702,0;.642,-.7667,0;.8327,3.9134,0;-1.7379,3.0001,0;2.458,3.3146,0;2.1516,-1.0358,0;0,2.0104,0;-2.5995,1.4976,0;-1.3001,.2469,0;-.321,-.3833,0;1.3597,1.4149,0;1.0376,.0273,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;2.339,6.5555,0;1.4007,6.9012,0;2.0427,7.1976,0;-.0679,3.2508,0;-.2376,4.2363,0;-.6455,3.6587,0;1.9933,5.6172,0;1.055,5.9629,0;1.6476,4.6788,0;.7093,5.0246,0;-1.0069,-1.4954,0;1.4337,-2.3863,0;.7697,-2.9424,0;2.0239,1.1399,0;1.1345,-.6803,0;-.8573,-2.3484,0;
Duplicates	DB03503_s0_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03503_s0_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03503_s0_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03503_s0_p7.sdf