CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3153_p7 (1048)

Formula C₂₀H₂₅N₂O

MW 309.43

InChIKey ZSWYXBSEVUNDFU-PDZOETSSNA-O

Entry_Date 2023-11-01

Net_Charge 1

Number_Atoms 48

Number_Heavy_Atoms 23

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 3

HB_Donor 2

HB_Acceptor 1

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 4.16

logP 4.7826

PSA 49.47

MR 100.921

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 156.04422

PM7_Total_Energy_ev -3454.63635

PM7_Electronic_Energy_ev -28442.71061

PM7_Dipole_Debye 8.51525

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.404

PM7_LUMO_Energy_ev -3.594

PM7_COSMO_Area_square_ang 346.52

PM7_COSMO_Volue_cubic_ang 407.86

PM7_Electron_Affinity_ev 3.594

PM7_Ionization_Energy_ev 11.404

PM7_Energy_Gap_ev 7.81

PM7_Global_Hardness_ev 3.905

PM7_Global_Softness_ev 0.2560819462227913

PM7_Chemical_Potential_ev -7.499

PM7_Electronigativity_ev 7.499

PM7_Back_Donation_Energy_ev -0.97625

PM7_Electrophilicity_ev 7.200384250960307

OPENEYE_Name 1~{H}-indol-3-yl-[(2~{R},3~{R},5~{S})-3-methyl-5-(2-methylprop-1-enyl)-3-vinyl-pyrrolidin-1-ium-2-yl]methanone

SMILES c1ccc2c(c1)c(c[nH]2)C(=O)C3C(CC([NH2+]3)C=C(C)C)(C=C)C

Canonical_SMILES C=C[C@@]1(C)C[C@H]([NH2+][C@H]1C(=O)c1c[nH]c2c1cccc2)C=C(C)C

InChI 1/C20H24N2O/c1-5-20(4)11-14(10-13(2)3)22-19(20)18(23)16-12-21-17-9-7-6-8-15(16)17/h5-10,12,14,19,21-22H,1,11H2,2-4H3/p+1/fC20H25N2O/h22H/q+1

InChI_3D 1S/C20H24N2O/c1-5-20(4)11-14(10-13(2)3)22-19(20)18(23)16-12-21-17-9-7-6-8-15(16)17/h5-10,12,14,19,21-22H,1,11H2,2-4H3/p+1/t14-,19+,20+/m1/s1

AuxInfo 1/1/N:9,18,19,20,10,1,2,3,4,11,14,5,13,15,6,7,8,12,16,17,21,22,23/E:(2,3)/F:m/E:m/rA:48cCCCCCCCCCCCCCCCCCCCCNN+OHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;;d9;;s7;d11;;s11s14;s12;s10s14s16;s13;s13;s17;s5s8;s15s16;d12;s1;s2;s3;s4;s5;s9;s9;s10;s11;s14;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s22;s22;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;8.3288,-2.721,0;7.6595,-1.978,0;6.6199,-5.1808,0;3.2345,-1.9769,0;6.3112,-6.132,0;6.2583,-3.2944,0;5.4483,-3.8808,0;4.9462,-2.3408,0;5.9478,-2.3422,0;6.9807,-6.8749,0;5.3332,-6.3403,0;5.7659,-.6017,0;2.6938,1.3169,0;4.6364,-3.2964,0;2.5653,-2.72,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;8.8178,-2.6169,0;8.1744,-3.1966,0;7.8139,-1.5024,0;7.1089,-5.0767,0;6.715,-3.0909,0;6.5079,-3.7276,0;5.1147,-4.2532,0;4.9989,-1.8436,0;6.6092,-7.2096,0;7.3154,-7.2463,0;7.3521,-6.5402,0;5.4373,-6.8294,0;5.229,-5.8513,0;4.8442,-6.4445,0;6.2632,-.5497,0;5.2686,-.6537,0;5.7139,-.1044,0;2.8483,1.7924,0;4.3878,-3.7302,0;4.1792,-3.0939,0;

Duplicates ChEBI3153_p7

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3153_p7.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3153_p7.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3153_p7.sdf

Formula	C₂₀H₂₅N₂O
MW	309.43
InChIKey	ZSWYXBSEVUNDFU-PDZOETSSNA-O
Entry_Date	2023-11-01
Net_Charge	1
Number_Atoms	48
Number_Heavy_Atoms	23
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	3
HB_Donor	2
HB_Acceptor	1
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	4.16
logP	4.7826
PSA	49.47
MR	100.921
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	156.04422
PM7_Total_Energy_ev	-3454.63635
PM7_Electronic_Energy_ev	-28442.71061
PM7_Dipole_Debye	8.51525
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.404
PM7_LUMO_Energy_ev	-3.594
PM7_COSMO_Area_square_ang	346.52
PM7_COSMO_Volue_cubic_ang	407.86
PM7_Electron_Affinity_ev	3.594
PM7_Ionization_Energy_ev	11.404
PM7_Energy_Gap_ev	7.81
PM7_Global_Hardness_ev	3.905
PM7_Global_Softness_ev	0.2560819462227913
PM7_Chemical_Potential_ev	-7.499
PM7_Electronigativity_ev	7.499
PM7_Back_Donation_Energy_ev	-0.97625
PM7_Electrophilicity_ev	7.200384250960307
OPENEYE_Name	1~{H}-indol-3-yl-[(2~{R},3~{R},5~{S})-3-methyl-5-(2-methylprop-1-enyl)-3-vinyl-pyrrolidin-1-ium-2-yl]methanone
SMILES	c1ccc2c(c1)c(c[nH]2)C(=O)C3C(CC([NH2+]3)C=C(C)C)(C=C)C
Canonical_SMILES	C=C[C@@]1(C)C[C@H]([NH2+][C@H]1C(=O)c1c[nH]c2c1cccc2)C=C(C)C
InChI	1/C20H24N2O/c1-5-20(4)11-14(10-13(2)3)22-19(20)18(23)16-12-21-17-9-7-6-8-15(16)17/h5-10,12,14,19,21-22H,1,11H2,2-4H3/p+1/fC20H25N2O/h22H/q+1
InChI_3D	1S/C20H24N2O/c1-5-20(4)11-14(10-13(2)3)22-19(20)18(23)16-12-21-17-9-7-6-8-15(16)17/h5-10,12,14,19,21-22H,1,11H2,2-4H3/p+1/t14-,19+,20+/m1/s1
AuxInfo	1/1/N:9,18,19,20,10,1,2,3,4,11,14,5,13,15,6,7,8,12,16,17,21,22,23/E:(2,3)/F:m/E:m/rA:48cCCCCCCCCCCCCCCCCCCCCNN+OHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;;d9;;s7;d11;;s11s14;s12;s10s14s16;s13;s13;s17;s5s8;s15s16;d12;s1;s2;s3;s4;s5;s9;s9;s10;s11;s14;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s22;s22;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;8.3288,-2.721,0;7.6595,-1.978,0;6.6199,-5.1808,0;3.2345,-1.9769,0;6.3112,-6.132,0;6.2583,-3.2944,0;5.4483,-3.8808,0;4.9462,-2.3408,0;5.9478,-2.3422,0;6.9807,-6.8749,0;5.3332,-6.3403,0;5.7659,-.6017,0;2.6938,1.3169,0;4.6364,-3.2964,0;2.5653,-2.72,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;8.8178,-2.6169,0;8.1744,-3.1966,0;7.8139,-1.5024,0;7.1089,-5.0767,0;6.715,-3.0909,0;6.5079,-3.7276,0;5.1147,-4.2532,0;4.9989,-1.8436,0;6.6092,-7.2096,0;7.3154,-7.2463,0;7.3521,-6.5402,0;5.4373,-6.8294,0;5.229,-5.8513,0;4.8442,-6.4445,0;6.2632,-.5497,0;5.2686,-.6537,0;5.7139,-.1044,0;2.8483,1.7924,0;4.3878,-3.7302,0;4.1792,-3.0939,0;
Duplicates	ChEBI3153_p7
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3153_p7.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3153_p7.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3153_p7.sdf