CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL109229_s0 (9907)

Formula C₂₃H₂₄N₆O₅

MW 464.48

InChIKey TWQHKMFGGWXDNM-WKLDWHEONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 11

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.63

logP 3.0628

PSA 194.41

MR 123.829

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -132.65076

PM7_Total_Energy_ev -5743.40484

PM7_Electronic_Energy_ev -47600.08659

PM7_Dipole_Debye 3.97139

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.965

PM7_LUMO_Energy_ev -1.084

PM7_COSMO_Area_square_ang 456.95

PM7_COSMO_Volue_cubic_ang 524.11

PM7_Electron_Affinity_ev 1.084

PM7_Ionization_Energy_ev 8.965

PM7_Energy_Gap_ev 7.881

PM7_Global_Hardness_ev 3.9405

PM7_Global_Softness_ev 0.2537749016622256

PM7_Chemical_Potential_ev -5.0245

PM7_Electronigativity_ev 5.0245

PM7_Back_Donation_Energy_ev -0.985125

PM7_Electrophilicity_ev 3.203349860423804

OPENEYE_Name (2~{R})-2-[[4-[(8~{S})-1,3-diamino-7,8,9,10-tetrahydropyrimido[4,5-c]isoquinolin-8-yl]benzoyl]amino]pentanedioic acid

SMILES c1cc(ccc1C(=O)NC(C(=O)O)CCC(=O)O)C2Cc3cnc4c(c3CC2)c(nc(n4)N)N

Canonical_SMILES OC(=O)CC[C@H](C(=O)O)NC(=O)c1ccc(cc1)[C@H]1CCc2c(C1)cnc1c2c(N)nc(n1)N

InChI 1/C23H24N6O5/c24-19-18-15-6-5-13(9-14(15)10-26-20(18)29-23(25)28-19)11-1-3-12(4-2-11)21(32)27-16(22(33)34)7-8-17(30)31/h1-4,10,13,16H,5-9H2,(H,27,32)(H,30,31)(H,33,34)(H4,24,25,26,28,29)/f/h27,30,33H,24-25H2

InChI_3D 1S/C23H24N6O5/c24-19-18-15-6-5-13(9-14(15)10-26-20(18)29-23(25)28-19)11-1-3-12(4-2-11)21(32)27-16(22(33)34)7-8-17(30)31/h1-4,10,13,16H,5-9H2,(H,27,32)(H,30,31)(H,33,34)(H4,24,25,26,28,29)/t13-,16+/m0/s1

AuxInfo 1/1/N:3,4,1,2,19,18,22,21,17,5,8,7,20,9,10,23,15,6,12,11,14,16,13,27,28,24,29,26,25,31,33,30,32,34/E:(1,2)(3,4)(30,31)(33,34)/F:3,4,1,2,19,18,22,21,17,5,8,7,20,9,10,23,15,6,12,11,14,16,13,27,28,24,29,26,25,33,31,30,34,32/E:(1,2)(3,4)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;s3d4;d5;d6s9;s6;s6;;s7;;;s9;s10;s18;s8s17s19;s15;s21;s16s22;s5d11;s11d13;d12s13;s12;s13;s14s23;d14;d15;d16;s15;s16;s1;s2;s3;s4;s5;s17;s17;s18;s18;s19;s19;s20;s21;s21;s22;s22;s23;s27;s27;s28;s28;s29;s33;s34;/rC:8.1043,1.393,0;6.9944,2.7265,0;7.3317,.7499,0;6.2218,2.0835,0;3.0288,1.7326,0;2.0078,-.0133,0;7.9318,2.378,0;6.3865,1.092,0;3.5288,.8513,0;3.0202,-.024,0;1.5098,.8605,0;1.5058,-.8814,0;;8.7004,3.0177,0;11.6052,6.562,0;8.6596,5.4115,0;4.5383,.8534,0;3.5212,-.8973,0;4.5328,-.9029,0;5.0414,-.0275,0;10.8366,5.9223,0;10.068,5.2826,0;9.2993,4.6429,0;2.0203,1.7335,0;.5098,.866,0;.4981,-.8737,0;2.3745,-2.4006,0;-1,.007,0;8.5307,4.0032,0;9.6387,2.6719,0;11.4356,7.5475,0;7.6741,5.2418,0;12.5435,6.2162,0;9.0055,6.3498,0;8.5737,1.2207,0;6.9103,3.2194,0;7.418,.2575,0;5.7532,2.2578,0;3.2806,2.1646,0;4.4516,1.3458,0;5.0086,1.0233,0;3.6058,-1.3901,0;3.0507,-1.0666,0;5.002,-1.0756,0;4.4437,-1.3949,0;5.4233,-.3502,0;10.5168,6.3066,0;11.1565,5.538,0;9.7481,5.6669,0;10.3878,4.8983,0;9.6192,4.2586,0;2.8745,-2.4027,0;2.1227,-2.8325,0;-1.253,-.4243,0;-1.247,.4417,0;8.0616,4.1761,0;12.9279,6.536,0;8.6856,6.7341,0;

Duplicates CHEMBL109229_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109229_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109229_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109229_s0.sdf

Formula	C₂₃H₂₄N₆O₅
MW	464.48
InChIKey	TWQHKMFGGWXDNM-WKLDWHEONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	11
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.63
logP	3.0628
PSA	194.41
MR	123.829
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-132.65076
PM7_Total_Energy_ev	-5743.40484
PM7_Electronic_Energy_ev	-47600.08659
PM7_Dipole_Debye	3.97139
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.965
PM7_LUMO_Energy_ev	-1.084
PM7_COSMO_Area_square_ang	456.95
PM7_COSMO_Volue_cubic_ang	524.11
PM7_Electron_Affinity_ev	1.084
PM7_Ionization_Energy_ev	8.965
PM7_Energy_Gap_ev	7.881
PM7_Global_Hardness_ev	3.9405
PM7_Global_Softness_ev	0.2537749016622256
PM7_Chemical_Potential_ev	-5.0245
PM7_Electronigativity_ev	5.0245
PM7_Back_Donation_Energy_ev	-0.985125
PM7_Electrophilicity_ev	3.203349860423804
OPENEYE_Name	(2~{R})-2-[[4-[(8~{S})-1,3-diamino-7,8,9,10-tetrahydropyrimido[4,5-c]isoquinolin-8-yl]benzoyl]amino]pentanedioic acid
SMILES	c1cc(ccc1C(=O)NC(C(=O)O)CCC(=O)O)C2Cc3cnc4c(c3CC2)c(nc(n4)N)N
Canonical_SMILES	OC(=O)CC[C@H](C(=O)O)NC(=O)c1ccc(cc1)[C@H]1CCc2c(C1)cnc1c2c(N)nc(n1)N
InChI	1/C23H24N6O5/c24-19-18-15-6-5-13(9-14(15)10-26-20(18)29-23(25)28-19)11-1-3-12(4-2-11)21(32)27-16(22(33)34)7-8-17(30)31/h1-4,10,13,16H,5-9H2,(H,27,32)(H,30,31)(H,33,34)(H4,24,25,26,28,29)/f/h27,30,33H,24-25H2
InChI_3D	1S/C23H24N6O5/c24-19-18-15-6-5-13(9-14(15)10-26-20(18)29-23(25)28-19)11-1-3-12(4-2-11)21(32)27-16(22(33)34)7-8-17(30)31/h1-4,10,13,16H,5-9H2,(H,27,32)(H,30,31)(H,33,34)(H4,24,25,26,28,29)/t13-,16+/m0/s1
AuxInfo	1/1/N:3,4,1,2,19,18,22,21,17,5,8,7,20,9,10,23,15,6,12,11,14,16,13,27,28,24,29,26,25,31,33,30,32,34/E:(1,2)(3,4)(30,31)(33,34)/F:3,4,1,2,19,18,22,21,17,5,8,7,20,9,10,23,15,6,12,11,14,16,13,27,28,24,29,26,25,33,31,30,34,32/E:(1,2)(3,4)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;s3d4;d5;d6s9;s6;s6;;s7;;;s9;s10;s18;s8s17s19;s15;s21;s16s22;s5d11;s11d13;d12s13;s12;s13;s14s23;d14;d15;d16;s15;s16;s1;s2;s3;s4;s5;s17;s17;s18;s18;s19;s19;s20;s21;s21;s22;s22;s23;s27;s27;s28;s28;s29;s33;s34;/rC:8.1043,1.393,0;6.9944,2.7265,0;7.3317,.7499,0;6.2218,2.0835,0;3.0288,1.7326,0;2.0078,-.0133,0;7.9318,2.378,0;6.3865,1.092,0;3.5288,.8513,0;3.0202,-.024,0;1.5098,.8605,0;1.5058,-.8814,0;;8.7004,3.0177,0;11.6052,6.562,0;8.6596,5.4115,0;4.5383,.8534,0;3.5212,-.8973,0;4.5328,-.9029,0;5.0414,-.0275,0;10.8366,5.9223,0;10.068,5.2826,0;9.2993,4.6429,0;2.0203,1.7335,0;.5098,.866,0;.4981,-.8737,0;2.3745,-2.4006,0;-1,.007,0;8.5307,4.0032,0;9.6387,2.6719,0;11.4356,7.5475,0;7.6741,5.2418,0;12.5435,6.2162,0;9.0055,6.3498,0;8.5737,1.2207,0;6.9103,3.2194,0;7.418,.2575,0;5.7532,2.2578,0;3.2806,2.1646,0;4.4516,1.3458,0;5.0086,1.0233,0;3.6058,-1.3901,0;3.0507,-1.0666,0;5.002,-1.0756,0;4.4437,-1.3949,0;5.4233,-.3502,0;10.5168,6.3066,0;11.1565,5.538,0;9.7481,5.6669,0;10.3878,4.8983,0;9.6192,4.2586,0;2.8745,-2.4027,0;2.1227,-2.8325,0;-1.253,-.4243,0;-1.247,.4417,0;8.0616,4.1761,0;12.9279,6.536,0;8.6856,6.7341,0;
Duplicates	CHEMBL109229_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109229_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109229_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109229_s0.sdf