CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI46690_p7 (13667)

Formula C₂₂H₂₈N₂O₅

MW 400.47

InChIKey JVHNBFFHWQQPLL-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 62

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 7

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.27

logP 2.3443

PSA 96.22

MR 113.05

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -135.4811

PM7_Total_Energy_ev -4927.38765

PM7_Electronic_Energy_ev -43700.23394

PM7_Dipole_Debye 12.28483

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.974

PM7_LUMO_Energy_ev -0.752

PM7_COSMO_Area_square_ang 382.87

PM7_COSMO_Volue_cubic_ang 466.92

PM7_Electron_Affinity_ev 0.752

PM7_Ionization_Energy_ev 7.974

PM7_Energy_Gap_ev 7.222

PM7_Global_Hardness_ev 3.611

PM7_Global_Softness_ev 0.27693159789531985

PM7_Chemical_Potential_ev -4.363

PM7_Electronigativity_ev 4.363

PM7_Back_Donation_Energy_ev -0.90275

PM7_Electrophilicity_ev 2.6358029631680977

OPENEYE_Name (1~{R},13~{S},15~{S},17~{R},18~{R},19~{S},20~{S})-17-hydroxy-6,18-dimethoxy-3,11,12,13,14,15,16,17,18,19,20,21-dodecahydro-1~{H}-yohimban-13-ium-19-carboxylate

SMILES c1cc(cc2c1c3c([nH]2)C4CC5C(C(C(CC5C[NH+]4CC3)O)OC)C(=O)[O-])OC

Canonical_SMILES CO[C@H]1[C@H](O)C[C@H]2[C@@H]([C@@H]1C(=O)O)C[C@H]1[N@H+](C2)CCc2c1[nH]c1c2ccc(c1)OC

InChI 1/C22H28N2O5/c1-28-12-3-4-13-14-5-6-24-10-11-7-18(25)21(29-2)19(22(26)27)15(11)9-17(24)20(14)23-16(13)8-12/h3-4,8,11,15,17-19,21,23,25H,5-7,9-10H2,1-2H3,(H,26,27)/f/h24H

InChI_3D 1S/C22H28N2O5/c1-28-12-3-4-13-14-5-6-24-10-11-7-18(25)21(29-2)19(22(26)27)15(11)9-17(24)20(14)23-16(13)8-12/h3-4,8,11,15,17-19,21,23,25H,5-7,9-10H2,1-2H3,(H,26,27)/p+1/t11-,15+,17-,18-,19+,21+/m1/s1

AuxInfo 1/1/N:21,22,2,1,10,13,12,3,11,14,18,7,4,5,17,6,15,19,16,8,20,9,23,24,27,25,26,28,29/E:(26,27)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCNN+OO-OOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s4;s3d4;s2d3;d5;;s5;;;s10;;s8s11;s9;s11s16;s12s14s17;s12;s16s19;;;s6s8;s13s14s15;d9;s9;s19;s7s21;s20s22;s1;s2;s3;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s27;s24;/rC:6.9636,3.0468,0;6.962,4.052,0;5.2207,4.0461,0;6.0956,2.5436,0;5.2363,1.0363,0;5.2245,3.0461,0;6.0852,4.552,0;4.3617,1.536,0;-.2562,2.8543,0;5.2513,.0208,0;2.616,1.5228,0;.8744,-.505,0;4.3756,-.4912,0;2.6229,-.4976,0;3.4916,1.0248,0;.8722,1.5167,0;1.747,1.0164,0;1.748,.005,0;;.0015,1.0118,0;5.2108,6.0471,0;-2.7069,.5352,0;4.3495,2.5413,0;3.496,.0101,0;.0834,3.7949,0;-1.2405,2.6781,0;-.5995,-1.6441,0;6.0796,5.552,0;-1.722,.7085,0;7.397,2.7975,0;7.3941,4.3035,0;4.7865,4.294,0;5.7427,.1134,0;5.4263,-.4476,0;2.2928,1.9043,0;2.9352,1.9076,0;1.197,-.887,0;.5536,-.8885,0;4.6991,-.8724,0;4.0563,-.876,0;2.9454,-.8797,0;2.3025,-.8814,0;3.9261,.7774,0;1.1923,1.9008,0;2.1806,.7675,0;1.3143,.2537,0;-.4923,.0873,0;-.1699,1.4815,0;4.9632,5.6127,0;5.4584,6.4815,0;4.7764,6.2947,0;-2.7935,1.0277,0;-2.6202,.0428,0;-3.1993,.4486,0;3.915,2.7887,0;-1.092,-1.7306,0;3.0621,.2585,0;

Duplicates ChEBI46690_p7

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000046500-0000046749/ChEBI46690_p7.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000046500-0000046749/ChEBI46690_p7.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000046500-0000046749/ChEBI46690_p7.sdf

Formula	C₂₂H₂₈N₂O₅
MW	400.47
InChIKey	JVHNBFFHWQQPLL-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	62
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	7
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.27
logP	2.3443
PSA	96.22
MR	113.05
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-135.4811
PM7_Total_Energy_ev	-4927.38765
PM7_Electronic_Energy_ev	-43700.23394
PM7_Dipole_Debye	12.28483
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.974
PM7_LUMO_Energy_ev	-0.752
PM7_COSMO_Area_square_ang	382.87
PM7_COSMO_Volue_cubic_ang	466.92
PM7_Electron_Affinity_ev	0.752
PM7_Ionization_Energy_ev	7.974
PM7_Energy_Gap_ev	7.222
PM7_Global_Hardness_ev	3.611
PM7_Global_Softness_ev	0.27693159789531985
PM7_Chemical_Potential_ev	-4.363
PM7_Electronigativity_ev	4.363
PM7_Back_Donation_Energy_ev	-0.90275
PM7_Electrophilicity_ev	2.6358029631680977
OPENEYE_Name	(1~{R},13~{S},15~{S},17~{R},18~{R},19~{S},20~{S})-17-hydroxy-6,18-dimethoxy-3,11,12,13,14,15,16,17,18,19,20,21-dodecahydro-1~{H}-yohimban-13-ium-19-carboxylate
SMILES	c1cc(cc2c1c3c([nH]2)C4CC5C(C(C(CC5C[NH+]4CC3)O)OC)C(=O)[O-])OC
Canonical_SMILES	CO[C@H]1[C@H](O)C[C@H]2[C@@H]([C@@H]1C(=O)O)C[C@H]1[N@H+](C2)CCc2c1[nH]c1c2ccc(c1)OC
InChI	1/C22H28N2O5/c1-28-12-3-4-13-14-5-6-24-10-11-7-18(25)21(29-2)19(22(26)27)15(11)9-17(24)20(14)23-16(13)8-12/h3-4,8,11,15,17-19,21,23,25H,5-7,9-10H2,1-2H3,(H,26,27)/f/h24H
InChI_3D	1S/C22H28N2O5/c1-28-12-3-4-13-14-5-6-24-10-11-7-18(25)21(29-2)19(22(26)27)15(11)9-17(24)20(14)23-16(13)8-12/h3-4,8,11,15,17-19,21,23,25H,5-7,9-10H2,1-2H3,(H,26,27)/p+1/t11-,15+,17-,18-,19+,21+/m1/s1
AuxInfo	1/1/N:21,22,2,1,10,13,12,3,11,14,18,7,4,5,17,6,15,19,16,8,20,9,23,24,27,25,26,28,29/E:(26,27)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCNN+OO-OOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s4;s3d4;s2d3;d5;;s5;;;s10;;s8s11;s9;s11s16;s12s14s17;s12;s16s19;;;s6s8;s13s14s15;d9;s9;s19;s7s21;s20s22;s1;s2;s3;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s27;s24;/rC:6.9636,3.0468,0;6.962,4.052,0;5.2207,4.0461,0;6.0956,2.5436,0;5.2363,1.0363,0;5.2245,3.0461,0;6.0852,4.552,0;4.3617,1.536,0;-.2562,2.8543,0;5.2513,.0208,0;2.616,1.5228,0;.8744,-.505,0;4.3756,-.4912,0;2.6229,-.4976,0;3.4916,1.0248,0;.8722,1.5167,0;1.747,1.0164,0;1.748,.005,0;;.0015,1.0118,0;5.2108,6.0471,0;-2.7069,.5352,0;4.3495,2.5413,0;3.496,.0101,0;.0834,3.7949,0;-1.2405,2.6781,0;-.5995,-1.6441,0;6.0796,5.552,0;-1.722,.7085,0;7.397,2.7975,0;7.3941,4.3035,0;4.7865,4.294,0;5.7427,.1134,0;5.4263,-.4476,0;2.2928,1.9043,0;2.9352,1.9076,0;1.197,-.887,0;.5536,-.8885,0;4.6991,-.8724,0;4.0563,-.876,0;2.9454,-.8797,0;2.3025,-.8814,0;3.9261,.7774,0;1.1923,1.9008,0;2.1806,.7675,0;1.3143,.2537,0;-.4923,.0873,0;-.1699,1.4815,0;4.9632,5.6127,0;5.4584,6.4815,0;4.7764,6.2947,0;-2.7935,1.0277,0;-2.6202,.0428,0;-3.1993,.4486,0;3.915,2.7887,0;-1.092,-1.7306,0;3.0621,.2585,0;
Duplicates	ChEBI46690_p7
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000046500-0000046749/ChEBI46690_p7.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000046500-0000046749/ChEBI46690_p7.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000046500-0000046749/ChEBI46690_p7.sdf