CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01392_p0 (1564)

Formula C₂₁H₂₆N₂O₃

MW 354.45

InChIKey BLGXFZZNTVWLAY-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 26

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.17

logP 2.585

PSA 65.56

MR 104.023

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -89.01179

PM7_Total_Energy_ev -4188.69051

PM7_Electronic_Energy_ev -35921.13697

PM7_Dipole_Debye 3.60882

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.122

PM7_LUMO_Energy_ev 0.06

PM7_COSMO_Area_square_ang 362.15

PM7_COSMO_Volue_cubic_ang 426.3

PM7_Electron_Affinity_ev -0.06

PM7_Ionization_Energy_ev 8.122

PM7_Energy_Gap_ev 8.182

PM7_Global_Hardness_ev 4.091

PM7_Global_Softness_ev 0.24443901246638963

PM7_Chemical_Potential_ev -4.031

PM7_Electronigativity_ev 4.031

PM7_Back_Donation_Energy_ev -1.02275

PM7_Electrophilicity_ev 1.9859399902224395

OPENEYE_Name methyl (1~{S},13~{R},15~{R},18~{S},19~{R},20~{S})-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

SMILES c1ccc2c(c1)c3c([nH]2)C4CC5C(C(CCC5CN4CC3)O)C(=O)OC

Canonical_SMILES COC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1

InChI 1/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3

InChI_3D 1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1

AuxInfo 1/0/N:21,1,2,3,4,11,12,10,14,13,15,18,5,6,19,7,16,20,17,8,9,22,23,25,24,26/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;s6;;s11;;s10;;s8s13;s9;s11s15;s13s17s18;s12s17;;s7s8;s14s15s16;d9;s20;s9s21;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s25;/rC:6.962,4.052,0;6.0852,4.552,0;6.9636,3.0468,0;5.2207,4.0461,0;6.0956,2.5436,0;5.2363,1.0363,0;5.2245,3.0461,0;4.3617,1.536,0;-.2562,2.8543,0;5.2513,.0208,0;.8744,-.505,0;;2.616,1.5228,0;4.3756,-.4912,0;2.6229,-.4976,0;3.4916,1.0248,0;.8722,1.5167,0;1.748,.005,0;1.747,1.0164,0;.0015,1.0118,0;-1.8853,3.4424,0;4.3495,2.5413,0;3.496,.0101,0;.0834,3.7949,0;-1.722,.7085,0;-1.2405,2.6781,0;7.3941,4.3035,0;6.0824,5.052,0;7.397,2.7975,0;4.7865,4.294,0;5.7427,.1134,0;5.4263,-.4476,0;1.197,-.887,0;.5536,-.8885,0;-.1713,-.4697,0;-.4923,.0873,0;2.2928,1.9043,0;2.9352,1.9076,0;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;1.3143,.2537,0;2.1806,.7675,0;-.1699,1.4815,0;-2.2675,3.12,0;-1.5032,3.7648,0;-2.2077,3.8246,0;3.915,2.7887,0;-2.0433,1.0917,0;

Duplicates DB01392_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01392_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01392_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01392_p0.sdf

Formula	C₂₁H₂₆N₂O₃
MW	354.45
InChIKey	BLGXFZZNTVWLAY-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	26
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.17
logP	2.585
PSA	65.56
MR	104.023
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-89.01179
PM7_Total_Energy_ev	-4188.69051
PM7_Electronic_Energy_ev	-35921.13697
PM7_Dipole_Debye	3.60882
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.122
PM7_LUMO_Energy_ev	0.06
PM7_COSMO_Area_square_ang	362.15
PM7_COSMO_Volue_cubic_ang	426.3
PM7_Electron_Affinity_ev	-0.06
PM7_Ionization_Energy_ev	8.122
PM7_Energy_Gap_ev	8.182
PM7_Global_Hardness_ev	4.091
PM7_Global_Softness_ev	0.24443901246638963
PM7_Chemical_Potential_ev	-4.031
PM7_Electronigativity_ev	4.031
PM7_Back_Donation_Energy_ev	-1.02275
PM7_Electrophilicity_ev	1.9859399902224395
OPENEYE_Name	methyl (1~{S},13~{R},15~{R},18~{S},19~{R},20~{S})-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
SMILES	c1ccc2c(c1)c3c([nH]2)C4CC5C(C(CCC5CN4CC3)O)C(=O)OC
Canonical_SMILES	COC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1
InChI	1/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3
InChI_3D	1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1
AuxInfo	1/0/N:21,1,2,3,4,11,12,10,14,13,15,18,5,6,19,7,16,20,17,8,9,22,23,25,24,26/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;s6;;s11;;s10;;s8s13;s9;s11s15;s13s17s18;s12s17;;s7s8;s14s15s16;d9;s20;s9s21;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s25;/rC:6.962,4.052,0;6.0852,4.552,0;6.9636,3.0468,0;5.2207,4.0461,0;6.0956,2.5436,0;5.2363,1.0363,0;5.2245,3.0461,0;4.3617,1.536,0;-.2562,2.8543,0;5.2513,.0208,0;.8744,-.505,0;;2.616,1.5228,0;4.3756,-.4912,0;2.6229,-.4976,0;3.4916,1.0248,0;.8722,1.5167,0;1.748,.005,0;1.747,1.0164,0;.0015,1.0118,0;-1.8853,3.4424,0;4.3495,2.5413,0;3.496,.0101,0;.0834,3.7949,0;-1.722,.7085,0;-1.2405,2.6781,0;7.3941,4.3035,0;6.0824,5.052,0;7.397,2.7975,0;4.7865,4.294,0;5.7427,.1134,0;5.4263,-.4476,0;1.197,-.887,0;.5536,-.8885,0;-.1713,-.4697,0;-.4923,.0873,0;2.2928,1.9043,0;2.9352,1.9076,0;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;1.3143,.2537,0;2.1806,.7675,0;-.1699,1.4815,0;-2.2675,3.12,0;-1.5032,3.7648,0;-2.2077,3.8246,0;3.915,2.7887,0;-2.0433,1.0917,0;
Duplicates	DB01392_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01392_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01392_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01392_p0.sdf