Drug Information

Drug ID:  NPD4075
Drug Name:  Lysergide
Molecular Formula:  C20H25N3O
Canonical SMILES:  CCN(C(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)CC
Standard InCHI:  InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3/t14-,18-/m1/s1
Standard InCHIKey:  VAYOSLLFUXYJDT-RDTXWAMCSA-N
Max Developmental Stage:  Phase 2
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4075

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
High Similarity 0.9177 NPC318065
High Similarity 0.9177 NPC206819
High Similarity 0.9136 NPC194411
High Similarity 0.897 NPC275305
High Similarity 0.897 NPC37423
High Similarity 0.8938 NPC56765
High Similarity 0.8862 NPC68354
High Similarity 0.881 NPC176199
High Similarity 0.881 NPC215795
High Similarity 0.8704 NPC41257
High Similarity 0.8642 NPC286427
High Similarity 0.858 NPC51054
Intermediate Similarity 0.8497 NPC228835
Intermediate Similarity 0.848 NPC11126
Intermediate Similarity 0.8457 NPC200214
Intermediate Similarity 0.8448 NPC99939
Intermediate Similarity 0.8448 NPC308931
Intermediate Similarity 0.8434 NPC90723
Intermediate Similarity 0.8344 NPC110126
Intermediate Similarity 0.8344 NPC73767
Intermediate Similarity 0.8333 NPC33421
Intermediate Similarity 0.8313 NPC44773
Intermediate Similarity 0.8313 NPC215584
Intermediate Similarity 0.8313 NPC314372
Intermediate Similarity 0.8302 NPC190296
Intermediate Similarity 0.8295 NPC94752
Intermediate Similarity 0.8291 NPC469779
Intermediate Similarity 0.8291 NPC469780
Intermediate Similarity 0.8291 NPC469768
Intermediate Similarity 0.8291 NPC469784
Intermediate Similarity 0.8291 NPC469783
Intermediate Similarity 0.8291 NPC469767
Intermediate Similarity 0.8291 NPC469761
Intermediate Similarity 0.8239 NPC469766
Intermediate Similarity 0.8225 NPC49954
Intermediate Similarity 0.8225 NPC474561
Intermediate Similarity 0.8221 NPC24678
Intermediate Similarity 0.8221 NPC53947
Intermediate Similarity 0.8221 NPC105818
Intermediate Similarity 0.8217 NPC84911
Intermediate Similarity 0.8217 NPC105127
Intermediate Similarity 0.8199 NPC470440
Intermediate Similarity 0.8176 NPC63751
Intermediate Similarity 0.8156 NPC95783
Intermediate Similarity 0.8153 NPC261195
Intermediate Similarity 0.8153 NPC96102
Intermediate Similarity 0.8153 NPC29886
Intermediate Similarity 0.8146 NPC17059
Intermediate Similarity 0.8121 NPC25008
Intermediate Similarity 0.8121 NPC469763
Intermediate Similarity 0.8121 NPC469760
Intermediate Similarity 0.8121 NPC259644
Intermediate Similarity 0.8121 NPC469765
Intermediate Similarity 0.8121 NPC469786
Intermediate Similarity 0.8121 NPC73952
Intermediate Similarity 0.8086 NPC159856
Intermediate Similarity 0.8079 NPC165495
Intermediate Similarity 0.8072 NPC212376
Intermediate Similarity 0.8072 NPC70922
Intermediate Similarity 0.8072 NPC75540
Intermediate Similarity 0.8072 NPC80597
Intermediate Similarity 0.8072 NPC211572
Intermediate Similarity 0.807 NPC201700
Intermediate Similarity 0.8057 NPC213468
Intermediate Similarity 0.8047 NPC282231
Intermediate Similarity 0.8037 NPC143872
Intermediate Similarity 0.8037 NPC288838
Intermediate Similarity 0.8036 NPC135141
Intermediate Similarity 0.8036 NPC92796
Intermediate Similarity 0.8 NPC213629
Intermediate Similarity 0.8 NPC478184
Intermediate Similarity 0.8 NPC478182
Intermediate Similarity 0.8 NPC194640
Intermediate Similarity 0.7989 NPC293216
Intermediate Similarity 0.7988 NPC279918
Intermediate Similarity 0.7988 NPC471957
Intermediate Similarity 0.7988 NPC21605
Intermediate Similarity 0.7978 NPC477003
Intermediate Similarity 0.7976 NPC216643
Intermediate Similarity 0.7952 NPC470233
Intermediate Similarity 0.795 NPC279081
Intermediate Similarity 0.7917 NPC469785
Intermediate Similarity 0.791 NPC16659
Intermediate Similarity 0.7907 NPC160105
Intermediate Similarity 0.7904 NPC325903
Intermediate Similarity 0.7901 NPC63157
Intermediate Similarity 0.7901 NPC473868
Intermediate Similarity 0.7898 NPC82295
Intermediate Similarity 0.7898 NPC151939
Intermediate Similarity 0.7898 NPC59269
Intermediate Similarity 0.788 NPC294693
Intermediate Similarity 0.787 NPC469762
Intermediate Similarity 0.7853 NPC265710
Intermediate Similarity 0.784 NPC59084
Intermediate Similarity 0.784 NPC230002
Intermediate Similarity 0.7834 NPC22079
Intermediate Similarity 0.7831 NPC321911
Intermediate Similarity 0.7829 NPC161861
Intermediate Similarity 0.7824 NPC293487
Intermediate Similarity 0.7821 NPC470205
Intermediate Similarity 0.7819 NPC300183
Intermediate Similarity 0.7814 NPC476460
Intermediate Similarity 0.7811 NPC184476
Intermediate Similarity 0.7809 NPC300688
Intermediate Similarity 0.7807 NPC220797
Intermediate Similarity 0.7807 NPC474318
Intermediate Similarity 0.7807 NPC268744
Intermediate Similarity 0.7807 NPC201266
Intermediate Similarity 0.7807 NPC153123
Intermediate Similarity 0.7807 NPC475914
Intermediate Similarity 0.7803 NPC54988
Intermediate Similarity 0.7797 NPC473380
Intermediate Similarity 0.7797 NPC145885
Intermediate Similarity 0.7797 NPC84827
Intermediate Similarity 0.7797 NPC240088
Intermediate Similarity 0.7797 NPC14113
Intermediate Similarity 0.7797 NPC284775
Intermediate Similarity 0.7791 NPC271797
Intermediate Similarity 0.7791 NPC311276
Intermediate Similarity 0.7791 NPC21174
Intermediate Similarity 0.7789 NPC155444
Intermediate Similarity 0.7772 NPC47190
Intermediate Similarity 0.7771 NPC469811
Intermediate Similarity 0.7771 NPC477134
Intermediate Similarity 0.7771 NPC179787
Intermediate Similarity 0.7771 NPC201380
Intermediate Similarity 0.7766 NPC269203
Intermediate Similarity 0.7766 NPC166209
Intermediate Similarity 0.7766 NPC13456
Intermediate Similarity 0.7766 NPC77241
Intermediate Similarity 0.7765 NPC470677
Intermediate Similarity 0.7764 NPC251722
Intermediate Similarity 0.7764 NPC314102
Intermediate Similarity 0.7751 NPC38736
Intermediate Similarity 0.7738 NPC216713
Intermediate Similarity 0.7735 NPC133003
Intermediate Similarity 0.7735 NPC15102
Intermediate Similarity 0.7727 NPC314603
Intermediate Similarity 0.7725 NPC37548
Intermediate Similarity 0.7719 NPC475990
Intermediate Similarity 0.7716 NPC169433
Intermediate Similarity 0.7714 NPC280548
Intermediate Similarity 0.7713 NPC293917
Intermediate Similarity 0.7711 NPC63545
Intermediate Similarity 0.7709 NPC91179
Intermediate Similarity 0.7702 NPC325252
Intermediate Similarity 0.7701 NPC478183
Intermediate Similarity 0.7701 NPC229332
Intermediate Similarity 0.7697 NPC248454
Intermediate Similarity 0.7692 NPC153980
Intermediate Similarity 0.7692 NPC6865
Intermediate Similarity 0.7688 NPC472587
Intermediate Similarity 0.7688 NPC40779
Intermediate Similarity 0.7688 NPC317105
Intermediate Similarity 0.7688 NPC271734
Intermediate Similarity 0.768 NPC21429
Intermediate Similarity 0.7674 NPC122141
Intermediate Similarity 0.7673 NPC475450
Intermediate Similarity 0.767 NPC470498
Intermediate Similarity 0.767 NPC6982
Intermediate Similarity 0.7669 NPC88097
Intermediate Similarity 0.7669 NPC312092
Intermediate Similarity 0.7667 NPC233936
Intermediate Similarity 0.7661 NPC299594
Intermediate Similarity 0.766 NPC473640
Intermediate Similarity 0.766 NPC171317
Intermediate Similarity 0.7654 NPC150259
Intermediate Similarity 0.7647 NPC34844
Intermediate Similarity 0.7644 NPC42372
Intermediate Similarity 0.7641 NPC72956
Intermediate Similarity 0.764 NPC280852
Intermediate Similarity 0.764 NPC198988
Intermediate Similarity 0.764 NPC267885
Intermediate Similarity 0.7633 NPC470823
Intermediate Similarity 0.763 NPC478185
Intermediate Similarity 0.7624 NPC19679
Intermediate Similarity 0.7622 NPC238499
Intermediate Similarity 0.7622 NPC2949
Intermediate Similarity 0.7619 NPC124005
Intermediate Similarity 0.7619 NPC100321
Intermediate Similarity 0.7619 NPC187951
Intermediate Similarity 0.7614 NPC91895
Intermediate Similarity 0.761 NPC475428
Intermediate Similarity 0.76 NPC49217
Intermediate Similarity 0.7598 NPC56109
Intermediate Similarity 0.7598 NPC191382
Intermediate Similarity 0.7596 NPC135601
Intermediate Similarity 0.7596 NPC141612
Intermediate Similarity 0.7596 NPC474707
Intermediate Similarity 0.7596 NPC17273
Intermediate Similarity 0.7594 NPC195239
Intermediate Similarity 0.7594 NPC157828
Intermediate Similarity 0.7593 NPC218268
Intermediate Similarity 0.759 NPC242556
Intermediate Similarity 0.7588 NPC477714
Intermediate Similarity 0.7588 NPC141926
Intermediate Similarity 0.7588 NPC281094
Intermediate Similarity 0.7584 NPC203468
Intermediate Similarity 0.7584 NPC329688
Intermediate Similarity 0.7584 NPC110500

Drug Structure

External Identifiers

TTD   DNC008882
DrugBank   DB04829
ChEMBL   CHEMBL263881
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   5761
ChEBI   6605
CAS Number  50-37-3

Drug Properties

Molecular Weight  323.20
ALogP  -0.0832
MLogP  3.22
XLogP  2.109
HDA  4
HBD  1
Rotatable Bonds  7
TPSA  39.34
RO5 Violation  0