CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00910 (1053)

Formula C₂₇H₄₄O₃

MW 416.64

InChIKey BPKAHTKRCLCHEA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 74

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 76

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 3

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 4.14

logP 5.5606

PSA 60.69

MR 127.402

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -168.81938

PM7_Total_Energy_ev -4797.40741

PM7_Electronic_Energy_ev -45380.69043

PM7_Dipole_Debye 4.00367

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.494

PM7_LUMO_Energy_ev 0.372

PM7_COSMO_Area_square_ang 468.83

PM7_COSMO_Volue_cubic_ang 579.64

PM7_Electron_Affinity_ev -0.372

PM7_Ionization_Energy_ev 8.494

PM7_Energy_Gap_ev 8.866

PM7_Global_Hardness_ev 4.433

PM7_Global_Softness_ev 0.22558087074216107

PM7_Chemical_Potential_ev -4.061

PM7_Electronigativity_ev 4.061

PM7_Back_Donation_Energy_ev -1.10825

PM7_Electrophilicity_ev 1.8601083916083916

OPENEYE_Name (1~{R},3~{R})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-1-[(~{E},1~{R},4~{S})-5-hydroxy-1,4,5-trimethyl-hex-2-enyl]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]cyclohexane-1,3-diol

SMILES C1(=CC=C2CCCC3(C2CCC3C(C=CC(C)C(C)(C)O)C)C)CC(CC(C1)O)O

Canonical_SMILES O[C@H]1C[C@H](O)C/C(=CC=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@@H](C(O)(C)C)C)C)C)/C1

InChI 1/C27H44O3/c1-18(8-9-19(2)26(3,4)30)24-12-13-25-21(7-6-14-27(24,25)5)11-10-20-15-22(28)17-23(29)16-20/h8-11,18-19,22-25,28-30H,6-7,12-17H2,1-5H3

InChI_3D 1S/C27H44O3/c1-18(8-9-19(2)26(3,4)30)24-12-13-25-21(7-6-14-27(24,25)5)11-10-20-15-22(28)17-23(29)16-20/h8-11,18-19,22-25,28-30H,6-7,12-17H2,1-5H3/b9-8+,21-11+/t18-,19+,22-,23-,24-,25+,27-/m1/s1

AuxInfo 1/0/N:21,22,23,24,20,10,9,5,6,3,4,12,11,13,7,8,14,25,26,1,2,17,18,16,15,27,19,28,29,30/E:(3,4)(15,16)(22,23)(28,29)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;w2s3;;w5;s1;s1;s2;s9;;s11;s10;;s2s11;s12;s7s14;s8s14;s13s15s16;s19;;;;;s5s16s21;s6s22;s23s24s26;s17;s18;s27;s3;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s26;s28;s29;s30;/rC:1.7326,-2.9984,0;.868,-.4979,0;1.7332,-1.9984,0;.8674,-1.4979,0;3.2007,2.637,0;4.0097,2.0492,0;2.5998,-3.4964,0;.8648,-3.4954,0;;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;1.7315,-5.0088,0;1.736,-.0013,0;2.6938,1.3168,0;2.5993,-4.5016,0;.8643,-4.5006,0;1.736,1.0058,0;2.545,.4179,0;1.8805,3.144,0;4.5166,3.3694,0;6.2435,1.9489,0;5.7366,.6287,0;2.2871,2.2304,0;4.9233,2.4558,0;5.3299,1.5423,0;4.3223,-4.1953,0;.2583,-6.1424,0;4.4163,1.1356,0;2.1663,-1.7486,0;.4343,-1.7477,0;3.253,3.1343,0;3.9574,1.5519,0;2.7702,-3.0263,0;3.0923,-3.583,0;.3723,-3.5815,0;.695,-3.0251,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;.5459,1.8961,0;1.1901,1.8961,0;2.0534,-5.3914,0;1.4091,-5.391,0;1.3035,.2496,0;3.1268,1.5668,0;2.7719,-4.9708,0;.3721,-4.4125,0;2.8389,.8224,0;2.251,.0135,0;2.9494,.124,0;1.4237,2.9406,0;2.3373,3.3473,0;1.6772,3.6008,0;4.0598,3.1661,0;4.9734,3.5727,0;4.3133,3.8262,0;6.0402,2.4057,0;6.4468,1.4921,0;6.7003,2.1522,0;6.1934,.832,0;5.2798,.4253,0;5.9399,.1719,0;1.8304,2.0271,0;5.3801,2.6592,0;4.6442,-4.5778,0;-.2344,-6.227,0;4.364,.6383,0;

Duplicates DB00910

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00910.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00910.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00910.sdf

Formula	C₂₇H₄₄O₃
MW	416.64
InChIKey	BPKAHTKRCLCHEA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	74
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	76
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	3
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	4.14
logP	5.5606
PSA	60.69
MR	127.402
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-168.81938
PM7_Total_Energy_ev	-4797.40741
PM7_Electronic_Energy_ev	-45380.69043
PM7_Dipole_Debye	4.00367
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.494
PM7_LUMO_Energy_ev	0.372
PM7_COSMO_Area_square_ang	468.83
PM7_COSMO_Volue_cubic_ang	579.64
PM7_Electron_Affinity_ev	-0.372
PM7_Ionization_Energy_ev	8.494
PM7_Energy_Gap_ev	8.866
PM7_Global_Hardness_ev	4.433
PM7_Global_Softness_ev	0.22558087074216107
PM7_Chemical_Potential_ev	-4.061
PM7_Electronigativity_ev	4.061
PM7_Back_Donation_Energy_ev	-1.10825
PM7_Electrophilicity_ev	1.8601083916083916
OPENEYE_Name	(1~{R},3~{R})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-1-[(~{E},1~{R},4~{S})-5-hydroxy-1,4,5-trimethyl-hex-2-enyl]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]cyclohexane-1,3-diol
SMILES	C1(=CC=C2CCCC3(C2CCC3C(C=CC(C)C(C)(C)O)C)C)CC(CC(C1)O)O
Canonical_SMILES	O[C@H]1C[C@H](O)C/C(=CC=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@@H](C(O)(C)C)C)C)C)/C1
InChI	1/C27H44O3/c1-18(8-9-19(2)26(3,4)30)24-12-13-25-21(7-6-14-27(24,25)5)11-10-20-15-22(28)17-23(29)16-20/h8-11,18-19,22-25,28-30H,6-7,12-17H2,1-5H3
InChI_3D	1S/C27H44O3/c1-18(8-9-19(2)26(3,4)30)24-12-13-25-21(7-6-14-27(24,25)5)11-10-20-15-22(28)17-23(29)16-20/h8-11,18-19,22-25,28-30H,6-7,12-17H2,1-5H3/b9-8+,21-11+/t18-,19+,22-,23-,24-,25+,27-/m1/s1
AuxInfo	1/0/N:21,22,23,24,20,10,9,5,6,3,4,12,11,13,7,8,14,25,26,1,2,17,18,16,15,27,19,28,29,30/E:(3,4)(15,16)(22,23)(28,29)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;w2s3;;w5;s1;s1;s2;s9;;s11;s10;;s2s11;s12;s7s14;s8s14;s13s15s16;s19;;;;;s5s16s21;s6s22;s23s24s26;s17;s18;s27;s3;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s26;s28;s29;s30;/rC:1.7326,-2.9984,0;.868,-.4979,0;1.7332,-1.9984,0;.8674,-1.4979,0;3.2007,2.637,0;4.0097,2.0492,0;2.5998,-3.4964,0;.8648,-3.4954,0;;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;1.7315,-5.0088,0;1.736,-.0013,0;2.6938,1.3168,0;2.5993,-4.5016,0;.8643,-4.5006,0;1.736,1.0058,0;2.545,.4179,0;1.8805,3.144,0;4.5166,3.3694,0;6.2435,1.9489,0;5.7366,.6287,0;2.2871,2.2304,0;4.9233,2.4558,0;5.3299,1.5423,0;4.3223,-4.1953,0;.2583,-6.1424,0;4.4163,1.1356,0;2.1663,-1.7486,0;.4343,-1.7477,0;3.253,3.1343,0;3.9574,1.5519,0;2.7702,-3.0263,0;3.0923,-3.583,0;.3723,-3.5815,0;.695,-3.0251,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;.5459,1.8961,0;1.1901,1.8961,0;2.0534,-5.3914,0;1.4091,-5.391,0;1.3035,.2496,0;3.1268,1.5668,0;2.7719,-4.9708,0;.3721,-4.4125,0;2.8389,.8224,0;2.251,.0135,0;2.9494,.124,0;1.4237,2.9406,0;2.3373,3.3473,0;1.6772,3.6008,0;4.0598,3.1661,0;4.9734,3.5727,0;4.3133,3.8262,0;6.0402,2.4057,0;6.4468,1.4921,0;6.7003,2.1522,0;6.1934,.832,0;5.2798,.4253,0;5.9399,.1719,0;1.8304,2.0271,0;5.3801,2.6592,0;4.6442,-4.5778,0;-.2344,-6.227,0;4.364,.6383,0;
Duplicates	DB00910
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00910.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00910.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00910.sdf