CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06813_s0 (6126)

Formula C₂₃H₂₃N₇O₅

MW 477.48

InChIKey OGSBUKJUDHAQEA-OEBQQXONNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 60

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 12

HB_Donor 5

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -0.52

logP 2.5349

PSA 207.3

MR 126.548

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -74.93074

PM7_Total_Energy_ev -5914.05263

PM7_Electronic_Energy_ev -55814.61975

PM7_Dipole_Debye 6.19868

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.23

PM7_LUMO_Energy_ev -1.561

PM7_COSMO_Area_square_ang 416.39

PM7_COSMO_Volue_cubic_ang 572.03

PM7_Electron_Affinity_ev 1.561

PM7_Ionization_Energy_ev 9.23

PM7_Energy_Gap_ev 7.669

PM7_Global_Hardness_ev 3.8345

PM7_Global_Softness_ev 0.26079019428869477

PM7_Chemical_Potential_ev -5.3955

PM7_Electronigativity_ev 5.3955

PM7_Back_Donation_Energy_ev -0.958625

PM7_Electrophilicity_ev 3.7959864715086713

OPENEYE_Name (2~{S})-2-[[4-[(1~{S})-1-[(2,4-diaminopteridin-6-yl)methyl]but-3-ynyl]benzoyl]amino]pentanedioic acid

SMILES C#CCC(c1ccc(cc1)C(=O)NC(C(=O)O)CCC(=O)O)Cc2cnc3c(n2)c(nc(n3)N)N

Canonical_SMILES C#CC[C@H](c1ccc(cc1)C(=O)N[C@H](C(=O)O)CCC(=O)O)Cc1cnc2c(n1)c(N)nc(n2)N

InChI 1/C23H23N7O5/c1-2-3-14(10-15-11-26-20-18(27-15)19(24)29-23(25)30-20)12-4-6-13(7-5-12)21(33)28-16(22(34)35)8-9-17(31)32/h1,4-7,11,14,16H,3,8-10H2,(H,28,33)(H,31,32)(H,34,35)(H4,24,25,26,29,30)/f/h28,31,34H,24-25H2

InChI_3D 1S/C23H23N7O5/c1-2-3-14(10-15-11-26-20-18(27-15)19(24)29-23(25)30-20)12-4-6-13(7-5-12)21(33)28-16(22(34)35)8-9-17(31)32/h1,4-7,11,14,16H,3,8-10H2,(H,28,33)(H,31,32)(H,34,35)(H4,24,25,26,29,30)/t14-,16-/m0/s1

AuxInfo 1/1/N:1,2,18,5,6,3,4,21,20,19,7,9,8,22,11,23,16,10,13,12,15,17,14,28,29,24,25,30,27,26,32,34,31,33,35/E:(4,5)(6,7)(31,32)(34,35)/F:1,2,18,5,6,3,4,21,20,19,7,9,8,22,11,23,16,10,13,12,15,17,14,28,29,24,25,30,27,26,34,32,31,35,33/E:(4,5)(6,7)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;d3;s4;;s3d4;s5d6;;d7;s10;s10;;s8;;;s2;s11;s16;s20;s9s18s19;s17s21;s7d12;d10s11;s12d14;d13s14;s13;s14;s15s23;d15;d16;d17;s16;s17;s1;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s28;s28;s29;s29;s30;s34;s35;/rC:-4.3266,-2.5061,0;-3.4613,-2.0049,0;-.8458,-4.2607,0;.6555,-3.3911,0;-1.3497,-3.3909,0;.1517,-2.5213,0;0,1.0057,0;.1542,-4.2564,0;-.8535,-2.5168,0;1.7371,0,0;;1.7358,1.0057,0;2.6038,-.4989,0;3.4735,1.0079,0;.6554,-5.1217,0;3.6603,-8.5815,0;3.022,-5.4844,0;-2.5959,-1.5037,0;-.8653,-.5012,0;3.1591,-7.7162,0;2.6579,-6.8509,0;-1.7306,-1.0025,0;2.1567,-5.9856,0;.8679,1.5135,0;.8679,-.4978,0;2.6012,1.5124,0;3.4748,.0022,0;2.6037,-1.4989,0;4.3394,1.5081,0;1.6554,-5.1203,0;.1567,-5.9884,0;4.6603,-8.5801,0;3.0205,-4.4844,0;3.1616,-9.4483,0;3.8887,-5.9831,0;-4.7592,-2.7568,0;-1.0946,-4.6944,0;1.1555,-3.3911,0;-1.8497,-3.3931,0;.4023,-2.0886,0;-.4337,1.2544,0;-2.8466,-1.071,0;-2.3453,-1.9363,0;-.6147,-.9339,0;-1.1159,-.0686,0;3.5918,-7.4656,0;2.7265,-7.9668,0;3.0905,-6.6003,0;2.2252,-7.1015,0;-1.9812,-.5698,0;1.724,-6.2362,0;3.0367,-1.749,0;2.1706,-1.7488,0;4.3393,2.0081,0;4.7725,1.2582,0;1.9048,-4.6869,0;3.4122,-9.8809,0;4.3214,-5.7325,0;

Duplicates DB06813_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06813_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06813_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06813_s0.sdf

Formula	C₂₃H₂₃N₇O₅
MW	477.48
InChIKey	OGSBUKJUDHAQEA-OEBQQXONNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	60
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	12
HB_Donor	5
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-0.52
logP	2.5349
PSA	207.3
MR	126.548
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-74.93074
PM7_Total_Energy_ev	-5914.05263
PM7_Electronic_Energy_ev	-55814.61975
PM7_Dipole_Debye	6.19868
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.23
PM7_LUMO_Energy_ev	-1.561
PM7_COSMO_Area_square_ang	416.39
PM7_COSMO_Volue_cubic_ang	572.03
PM7_Electron_Affinity_ev	1.561
PM7_Ionization_Energy_ev	9.23
PM7_Energy_Gap_ev	7.669
PM7_Global_Hardness_ev	3.8345
PM7_Global_Softness_ev	0.26079019428869477
PM7_Chemical_Potential_ev	-5.3955
PM7_Electronigativity_ev	5.3955
PM7_Back_Donation_Energy_ev	-0.958625
PM7_Electrophilicity_ev	3.7959864715086713
OPENEYE_Name	(2~{S})-2-[[4-[(1~{S})-1-[(2,4-diaminopteridin-6-yl)methyl]but-3-ynyl]benzoyl]amino]pentanedioic acid
SMILES	C#CCC(c1ccc(cc1)C(=O)NC(C(=O)O)CCC(=O)O)Cc2cnc3c(n2)c(nc(n3)N)N
Canonical_SMILES	C#CC[C@H](c1ccc(cc1)C(=O)N[C@H](C(=O)O)CCC(=O)O)Cc1cnc2c(n1)c(N)nc(n2)N
InChI	1/C23H23N7O5/c1-2-3-14(10-15-11-26-20-18(27-15)19(24)29-23(25)30-20)12-4-6-13(7-5-12)21(33)28-16(22(34)35)8-9-17(31)32/h1,4-7,11,14,16H,3,8-10H2,(H,28,33)(H,31,32)(H,34,35)(H4,24,25,26,29,30)/f/h28,31,34H,24-25H2
InChI_3D	1S/C23H23N7O5/c1-2-3-14(10-15-11-26-20-18(27-15)19(24)29-23(25)30-20)12-4-6-13(7-5-12)21(33)28-16(22(34)35)8-9-17(31)32/h1,4-7,11,14,16H,3,8-10H2,(H,28,33)(H,31,32)(H,34,35)(H4,24,25,26,29,30)/t14-,16-/m0/s1
AuxInfo	1/1/N:1,2,18,5,6,3,4,21,20,19,7,9,8,22,11,23,16,10,13,12,15,17,14,28,29,24,25,30,27,26,32,34,31,33,35/E:(4,5)(6,7)(31,32)(34,35)/F:1,2,18,5,6,3,4,21,20,19,7,9,8,22,11,23,16,10,13,12,15,17,14,28,29,24,25,30,27,26,34,32,31,35,33/E:(4,5)(6,7)/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;d3;s4;;s3d4;s5d6;;d7;s10;s10;;s8;;;s2;s11;s16;s20;s9s18s19;s17s21;s7d12;d10s11;s12d14;d13s14;s13;s14;s15s23;d15;d16;d17;s16;s17;s1;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s28;s28;s29;s29;s30;s34;s35;/rC:-4.3266,-2.5061,0;-3.4613,-2.0049,0;-.8458,-4.2607,0;.6555,-3.3911,0;-1.3497,-3.3909,0;.1517,-2.5213,0;0,1.0057,0;.1542,-4.2564,0;-.8535,-2.5168,0;1.7371,0,0;;1.7358,1.0057,0;2.6038,-.4989,0;3.4735,1.0079,0;.6554,-5.1217,0;3.6603,-8.5815,0;3.022,-5.4844,0;-2.5959,-1.5037,0;-.8653,-.5012,0;3.1591,-7.7162,0;2.6579,-6.8509,0;-1.7306,-1.0025,0;2.1567,-5.9856,0;.8679,1.5135,0;.8679,-.4978,0;2.6012,1.5124,0;3.4748,.0022,0;2.6037,-1.4989,0;4.3394,1.5081,0;1.6554,-5.1203,0;.1567,-5.9884,0;4.6603,-8.5801,0;3.0205,-4.4844,0;3.1616,-9.4483,0;3.8887,-5.9831,0;-4.7592,-2.7568,0;-1.0946,-4.6944,0;1.1555,-3.3911,0;-1.8497,-3.3931,0;.4023,-2.0886,0;-.4337,1.2544,0;-2.8466,-1.071,0;-2.3453,-1.9363,0;-.6147,-.9339,0;-1.1159,-.0686,0;3.5918,-7.4656,0;2.7265,-7.9668,0;3.0905,-6.6003,0;2.2252,-7.1015,0;-1.9812,-.5698,0;1.724,-6.2362,0;3.0367,-1.749,0;2.1706,-1.7488,0;4.3393,2.0081,0;4.7725,1.2582,0;1.9048,-4.6869,0;3.4122,-9.8809,0;4.3214,-5.7325,0;
Duplicates	DB06813_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06813_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06813_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06813_s0.sdf