CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05616_s0 (5521)

Formula C₂₃H₂₃N₅O₅

MW 449.47

InChIKey NAWXUBYGYWOOIX-PLOXYNGCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 10

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.26

logP 3.3466

PSA 181.52

MR 122.708

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -138.2373

PM7_Total_Energy_ev -5543.39216

PM7_Electronic_Energy_ev -49911.01899

PM7_Dipole_Debye 3.14124

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.615

PM7_LUMO_Energy_ev -0.89

PM7_COSMO_Area_square_ang 409.35

PM7_COSMO_Volue_cubic_ang 536.88

PM7_Electron_Affinity_ev 0.89

PM7_Ionization_Energy_ev 8.615

PM7_Energy_Gap_ev 7.725

PM7_Global_Hardness_ev 3.8625

PM7_Global_Softness_ev 0.2588996763754045

PM7_Chemical_Potential_ev -4.7525

PM7_Electronigativity_ev 4.7525

PM7_Back_Donation_Energy_ev -0.965625

PM7_Electrophilicity_ev 2.923787216828479

OPENEYE_Name (2~{S})-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylene-pentanedioic acid

SMILES c1cc(ccc1C(=O)NC(C(=O)O)CC(=C)C(=O)O)CCc2ccc3c(c2)c(nc(n3)N)N

Canonical_SMILES OC(=O)[C@@H](NC(=O)c1ccc(cc1)CCc1ccc2c(c1)c(N)nc(n2)N)CC(=C)C(=O)O

InChI 1/C23H23N5O5/c1-12(21(30)31)10-18(22(32)33)26-20(29)15-7-4-13(5-8-15)2-3-14-6-9-17-16(11-14)19(24)28-23(25)27-17/h4-9,11,18H,1-3,10H2,(H,26,29)(H,30,31)(H,32,33)(H4,24,25,27,28)/f/h26,30,32H,24-25H2

InChI_3D 1S/C23H23N5O5/c1-12(21(30)31)10-18(22(32)33)26-20(29)15-7-4-13(5-8-15)2-3-14-6-9-17-16(11-14)19(24)28-23(25)27-17/h4-9,11,18H,1-3,10H2,(H,26,29)(H,30,31)(H,32,33)(H4,24,25,27,28)/t18-/m0/s1

AuxInfo 1/1/N:15,20,21,3,4,5,1,2,6,22,7,17,10,11,9,8,12,23,13,16,18,19,14,26,27,28,24,25,29,30,32,31,33/E:(4,5)(7,8)(30,31)(32,33)/F:15,20,21,3,4,5,1,2,6,22,7,17,10,11,9,8,12,23,13,16,18,19,14,26,27,28,24,25,29,32,30,33,31/E:(4,5)(7,8)/rA:56cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;s7;s1d2;s3d4;s5d7;s6d8;s8;;;s9;d15;s17;;s10;s11s20;s17;s19s22;s12d14;d13s14;s13;s14;s16s23;d16;d18;d19;s18;s19;s1;s2;s3;s4;s5;s6;s7;s15;s15;s20;s20;s21;s21;s22;s22;s23;s26;s26;s27;s27;s28;s32;s33;/rC:-4.3398,-1.5115,0;-3.4701,-3.0128,0;-3.47,-1.0077,0;-2.6003,-2.5089,0;0,1.0056,0;.8679,1.5135,0;.8679,-.4977,0;1.7371,0,0;-4.3355,-2.5115,0;-2.5959,-1.5038,0;;1.7358,1.0056,0;2.6038,-.4989,0;3.4735,1.0079,0;-7.7937,-6.5166,0;-5.2008,-3.0128,0;-7.7952,-5.5166,0;-8.6619,-5.0179,0;-5.5633,-5.3794,0;-1.7306,-1.0025,0;-.8653,-.5013,0;-6.9299,-5.0153,0;-6.0646,-4.5141,0;2.6012,1.5123,0;3.4748,.0023,0;2.6037,-1.4989,0;4.3394,1.5082,0;-5.1993,-4.0128,0;-6.0675,-2.5141,0;-8.6634,-4.0179,0;-6.062,-6.2461,0;-9.5272,-5.5192,0;-4.5633,-5.3779,0;-4.7736,-1.2628,0;-3.4701,-3.5128,0;-3.4722,-.5077,0;-2.1677,-2.7596,0;-.4337,1.2543,0;.8679,2.0135,0;.8677,-.9977,0;-7.3603,-6.766,0;-8.2264,-6.7672,0;-1.9812,-.5699,0;-1.48,-1.4352,0;-.6147,-.9339,0;-1.1159,-.0686,0;-7.1805,-4.5827,0;-6.6792,-5.448,0;-6.3152,-4.0814,0;3.0367,-1.7489,0;2.1707,-1.7489,0;4.7725,1.2583,0;4.3392,2.0082,0;-4.7659,-4.2622,0;-9.9606,-5.2698,0;-4.3127,-5.8106,0;

Duplicates DB05616_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05616_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05616_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05616_s0.sdf

Formula	C₂₃H₂₃N₅O₅
MW	449.47
InChIKey	NAWXUBYGYWOOIX-PLOXYNGCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	10
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.26
logP	3.3466
PSA	181.52
MR	122.708
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-138.2373
PM7_Total_Energy_ev	-5543.39216
PM7_Electronic_Energy_ev	-49911.01899
PM7_Dipole_Debye	3.14124
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.615
PM7_LUMO_Energy_ev	-0.89
PM7_COSMO_Area_square_ang	409.35
PM7_COSMO_Volue_cubic_ang	536.88
PM7_Electron_Affinity_ev	0.89
PM7_Ionization_Energy_ev	8.615
PM7_Energy_Gap_ev	7.725
PM7_Global_Hardness_ev	3.8625
PM7_Global_Softness_ev	0.2588996763754045
PM7_Chemical_Potential_ev	-4.7525
PM7_Electronigativity_ev	4.7525
PM7_Back_Donation_Energy_ev	-0.965625
PM7_Electrophilicity_ev	2.923787216828479
OPENEYE_Name	(2~{S})-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylene-pentanedioic acid
SMILES	c1cc(ccc1C(=O)NC(C(=O)O)CC(=C)C(=O)O)CCc2ccc3c(c2)c(nc(n3)N)N
Canonical_SMILES	OC(=O)[C@@H](NC(=O)c1ccc(cc1)CCc1ccc2c(c1)c(N)nc(n2)N)CC(=C)C(=O)O
InChI	1/C23H23N5O5/c1-12(21(30)31)10-18(22(32)33)26-20(29)15-7-4-13(5-8-15)2-3-14-6-9-17-16(11-14)19(24)28-23(25)27-17/h4-9,11,18H,1-3,10H2,(H,26,29)(H,30,31)(H,32,33)(H4,24,25,27,28)/f/h26,30,32H,24-25H2
InChI_3D	1S/C23H23N5O5/c1-12(21(30)31)10-18(22(32)33)26-20(29)15-7-4-13(5-8-15)2-3-14-6-9-17-16(11-14)19(24)28-23(25)27-17/h4-9,11,18H,1-3,10H2,(H,26,29)(H,30,31)(H,32,33)(H4,24,25,27,28)/t18-/m0/s1
AuxInfo	1/1/N:15,20,21,3,4,5,1,2,6,22,7,17,10,11,9,8,12,23,13,16,18,19,14,26,27,28,24,25,29,30,32,31,33/E:(4,5)(7,8)(30,31)(32,33)/F:15,20,21,3,4,5,1,2,6,22,7,17,10,11,9,8,12,23,13,16,18,19,14,26,27,28,24,25,29,32,30,33,31/E:(4,5)(7,8)/rA:56cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;s7;s1d2;s3d4;s5d7;s6d8;s8;;;s9;d15;s17;;s10;s11s20;s17;s19s22;s12d14;d13s14;s13;s14;s16s23;d16;d18;d19;s18;s19;s1;s2;s3;s4;s5;s6;s7;s15;s15;s20;s20;s21;s21;s22;s22;s23;s26;s26;s27;s27;s28;s32;s33;/rC:-4.3398,-1.5115,0;-3.4701,-3.0128,0;-3.47,-1.0077,0;-2.6003,-2.5089,0;0,1.0056,0;.8679,1.5135,0;.8679,-.4977,0;1.7371,0,0;-4.3355,-2.5115,0;-2.5959,-1.5038,0;;1.7358,1.0056,0;2.6038,-.4989,0;3.4735,1.0079,0;-7.7937,-6.5166,0;-5.2008,-3.0128,0;-7.7952,-5.5166,0;-8.6619,-5.0179,0;-5.5633,-5.3794,0;-1.7306,-1.0025,0;-.8653,-.5013,0;-6.9299,-5.0153,0;-6.0646,-4.5141,0;2.6012,1.5123,0;3.4748,.0023,0;2.6037,-1.4989,0;4.3394,1.5082,0;-5.1993,-4.0128,0;-6.0675,-2.5141,0;-8.6634,-4.0179,0;-6.062,-6.2461,0;-9.5272,-5.5192,0;-4.5633,-5.3779,0;-4.7736,-1.2628,0;-3.4701,-3.5128,0;-3.4722,-.5077,0;-2.1677,-2.7596,0;-.4337,1.2543,0;.8679,2.0135,0;.8677,-.9977,0;-7.3603,-6.766,0;-8.2264,-6.7672,0;-1.9812,-.5699,0;-1.48,-1.4352,0;-.6147,-.9339,0;-1.1159,-.0686,0;-7.1805,-4.5827,0;-6.6792,-5.448,0;-6.3152,-4.0814,0;3.0367,-1.7489,0;2.1707,-1.7489,0;4.7725,1.2583,0;4.3392,2.0082,0;-4.7659,-4.2622,0;-9.9606,-5.2698,0;-4.3127,-5.8106,0;
Duplicates	DB05616_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05616_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05616_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05616_s0.sdf