CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186991_p0 (101452)

Formula C₁₈H₂₅N₃O₃

MW 331.41

InChIKey GAWUJFVQGSLSSZ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 24

Number_Rings 5

Number_Bonds 53

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP -0.52

logP 0.91108

PSA 110.58

MR 89.677

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -90.63201

PM7_Total_Energy_ev -3992.69184

PM7_Electronic_Energy_ev -34685.3906

PM7_Dipole_Debye 4.90415

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.863

PM7_LUMO_Energy_ev 0.343

PM7_COSMO_Area_square_ang 312.51

PM7_COSMO_Volue_cubic_ang 405.61

PM7_Electron_Affinity_ev -0.343

PM7_Ionization_Energy_ev 9.863

PM7_Energy_Gap_ev 10.206

PM7_Global_Hardness_ev 5.103

PM7_Global_Softness_ev 0.1959631589261219

PM7_Chemical_Potential_ev -4.76

PM7_Electronigativity_ev 4.76

PM7_Back_Donation_Energy_ev -1.27575

PM7_Electrophilicity_ev 2.2200274348422497

OPENEYE_Name (1~{S},3~{S},5~{S})-2-[(2~{S})-2-amino-2-[(3~{R},5~{S})-3,5-dihydroxy-1-adamantyl]acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile

SMILES C(#N)C1CC2CC2N1C(=O)C(C34CC5CC(C3)(CC(C5)(C4)O)O)N

Canonical_SMILES N#C[C@@H]1C[C@H]2[C@@H](N1C(=O)[C@H]([C@]13C[C@H]4C[C@@](C3)(C[C@@](C1)(C4)O)O)N)C2

InChI 1/C18H25N3O3/c19-6-12-1-11-2-13(11)21(12)15(22)14(20)16-3-10-4-17(23,7-16)9-18(24,5-10)8-16/h10-14,23-24H,1-5,7-9,20H2

InChI_3D 1S/C18H25N3O3/c19-6-12-1-11-2-13(11)21(12)15(22)14(20)16-3-10-4-17(23,7-16)9-18(24,5-10)8-16/h10-14,23-24H,1-5,7-9,20H2/t10-,11-,12+,13+,14-,16-,17+,18-/m1/s1

AuxInfo 1/0/N:3,4,5,6,7,1,8,9,10,13,12,11,14,18,2,15,16,17,19,21,20,22,23,24/E:(4,5)(7,8)(17,18)(23,24)/rA:49cCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;;;;;s1s3;s3s4;s5s6s7;s4s12;s5s8s9;s6s8s10;s7s9s10;s2s15;t1;s2s11s14;s18;d2;s16;s17;s3;s3;s4;s4;s5;s5;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s18;s21;s21;s23;s24;/rC:-1.3005,1.171,0;.0472,-2.4734,0;.5879,.809,0;2.405,-.0001,0;-1.0129,-3.2259,0;-2.0201,-5.0223,0;-.2136,-4.8101,0;-1.3099,-5.0754,0;.3633,-4.8549,0;-.5686,-6.5596,0;;1.5389,.5,0;-1.2225,-4.3094,0;1.5389,-.5,0;-.5841,-4.3875,0;-1.5328,-6.0686,0;.2349,-5.8566,0;.7164,-3.2165,0;-2.0436,1.8402,0;.5879,-.809,0;1.4595,-2.5473,0;-.9309,-2.6813,0;-2.2522,-6.7632,0;1.1173,-6.327,0;.1549,1.059,0;.7913,1.2658,0;2.7264,.3829,0;2.7264,-.3832,0;-1.4436,-2.9718,0;-.6291,-2.9054,0;-2.4506,-5.2767,0;-2.3153,-4.6187,0;-.1279,-4.3175,0;.2831,-4.7521,0;-1.8071,-5.1281,0;-1.5193,-4.6214,0;.5339,-4.3849,0;.8493,-4.9727,0;-.1944,-6.8911,0;-.8501,-6.9728,0;-.3716,-.3346,0;1.7423,.9568,0;-1.6573,-4.0626,0;1.1344,-.2061,0;1.051,-3.588,0;1.935,-2.7018,0;1.3555,-2.0582,0;-2.1313,-7.2484,0;1.1343,-6.8267,0;

Duplicates ChEBI186991_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186991_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186991_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186991_p0.sdf

Formula	C₁₈H₂₅N₃O₃
MW	331.41
InChIKey	GAWUJFVQGSLSSZ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	24
Number_Rings	5
Number_Bonds	53
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	-0.52
logP	0.91108
PSA	110.58
MR	89.677
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-90.63201
PM7_Total_Energy_ev	-3992.69184
PM7_Electronic_Energy_ev	-34685.3906
PM7_Dipole_Debye	4.90415
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.863
PM7_LUMO_Energy_ev	0.343
PM7_COSMO_Area_square_ang	312.51
PM7_COSMO_Volue_cubic_ang	405.61
PM7_Electron_Affinity_ev	-0.343
PM7_Ionization_Energy_ev	9.863
PM7_Energy_Gap_ev	10.206
PM7_Global_Hardness_ev	5.103
PM7_Global_Softness_ev	0.1959631589261219
PM7_Chemical_Potential_ev	-4.76
PM7_Electronigativity_ev	4.76
PM7_Back_Donation_Energy_ev	-1.27575
PM7_Electrophilicity_ev	2.2200274348422497
OPENEYE_Name	(1~{S},3~{S},5~{S})-2-[(2~{S})-2-amino-2-[(3~{R},5~{S})-3,5-dihydroxy-1-adamantyl]acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
SMILES	C(#N)C1CC2CC2N1C(=O)C(C34CC5CC(C3)(CC(C5)(C4)O)O)N
Canonical_SMILES	N#C[C@@H]1C[C@H]2[C@@H](N1C(=O)[C@H]([C@]13C[C@H]4C[C@@](C3)(C[C@@](C1)(C4)O)O)N)C2
InChI	1/C18H25N3O3/c19-6-12-1-11-2-13(11)21(12)15(22)14(20)16-3-10-4-17(23,7-16)9-18(24,5-10)8-16/h10-14,23-24H,1-5,7-9,20H2
InChI_3D	1S/C18H25N3O3/c19-6-12-1-11-2-13(11)21(12)15(22)14(20)16-3-10-4-17(23,7-16)9-18(24,5-10)8-16/h10-14,23-24H,1-5,7-9,20H2/t10-,11-,12+,13+,14-,16-,17+,18-/m1/s1
AuxInfo	1/0/N:3,4,5,6,7,1,8,9,10,13,12,11,14,18,2,15,16,17,19,21,20,22,23,24/E:(4,5)(7,8)(17,18)(23,24)/rA:49cCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;;;;;s1s3;s3s4;s5s6s7;s4s12;s5s8s9;s6s8s10;s7s9s10;s2s15;t1;s2s11s14;s18;d2;s16;s17;s3;s3;s4;s4;s5;s5;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s18;s21;s21;s23;s24;/rC:-1.3005,1.171,0;.0472,-2.4734,0;.5879,.809,0;2.405,-.0001,0;-1.0129,-3.2259,0;-2.0201,-5.0223,0;-.2136,-4.8101,0;-1.3099,-5.0754,0;.3633,-4.8549,0;-.5686,-6.5596,0;;1.5389,.5,0;-1.2225,-4.3094,0;1.5389,-.5,0;-.5841,-4.3875,0;-1.5328,-6.0686,0;.2349,-5.8566,0;.7164,-3.2165,0;-2.0436,1.8402,0;.5879,-.809,0;1.4595,-2.5473,0;-.9309,-2.6813,0;-2.2522,-6.7632,0;1.1173,-6.327,0;.1549,1.059,0;.7913,1.2658,0;2.7264,.3829,0;2.7264,-.3832,0;-1.4436,-2.9718,0;-.6291,-2.9054,0;-2.4506,-5.2767,0;-2.3153,-4.6187,0;-.1279,-4.3175,0;.2831,-4.7521,0;-1.8071,-5.1281,0;-1.5193,-4.6214,0;.5339,-4.3849,0;.8493,-4.9727,0;-.1944,-6.8911,0;-.8501,-6.9728,0;-.3716,-.3346,0;1.7423,.9568,0;-1.6573,-4.0626,0;1.1344,-.2061,0;1.051,-3.588,0;1.935,-2.7018,0;1.3555,-2.0582,0;-2.1313,-7.2484,0;1.1343,-6.8267,0;
Duplicates	ChEBI186991_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186991_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186991_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186991_p0.sdf