Drug Information

Drug ID:  NPD2009
Drug Name:  
Molecular Formula:  C16H17N3O
Canonical SMILES:  O=C(N1CCc2c1cccc2)[C@@H]1CCc2c(C1)[nH]cn2
Standard InCHI:  InChI=1S/C16H17N3O/c20-16(12-5-6-13-14(9-12)18-10-17-13)19-8-7-11-3-1-2-4-15(11)19/h1-4,10,12H,5-9H2,(H,17,18)/t12-/m1/s1
Standard InCHIKey:  GKNHGZIVTFCIOE-GFCCVEGCSA-N
Max Developmental Stage:  Clinical (unspecified phase)
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD2009

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
Intermediate Similarity 0.7766 NPC71238
Intermediate Similarity 0.765 NPC54981
Intermediate Similarity 0.7647 NPC99939
Intermediate Similarity 0.7647 NPC308931
Intermediate Similarity 0.7627 NPC300238
Intermediate Similarity 0.7622 NPC16659
Intermediate Similarity 0.7588 NPC116555
Intermediate Similarity 0.7568 NPC265710
Intermediate Similarity 0.7549 NPC267811
Intermediate Similarity 0.7514 NPC473380
Intermediate Similarity 0.7514 NPC240088
Intermediate Similarity 0.7471 NPC114209
Intermediate Similarity 0.7463 NPC238945
Intermediate Similarity 0.7446 NPC161861
Intermediate Similarity 0.7437 NPC473376
Intermediate Similarity 0.7406 NPC69843
Intermediate Similarity 0.7398 NPC474389
Intermediate Similarity 0.7382 NPC17059
Intermediate Similarity 0.733 NPC282531
Intermediate Similarity 0.7317 NPC282247
Intermediate Similarity 0.7316 NPC228835
Intermediate Similarity 0.7287 NPC11126
Intermediate Similarity 0.7268 NPC476460
Intermediate Similarity 0.7263 NPC470205
Intermediate Similarity 0.7253 NPC470203
Intermediate Similarity 0.7249 NPC91179
Intermediate Similarity 0.723 NPC323244
Intermediate Similarity 0.7214 NPC317701
Intermediate Similarity 0.7213 NPC271797
Intermediate Similarity 0.7213 NPC21174
Intermediate Similarity 0.7198 NPC470204
Intermediate Similarity 0.7188 NPC476341
Intermediate Similarity 0.715 NPC141612
Intermediate Similarity 0.715 NPC17273
Intermediate Similarity 0.715 NPC135601
Intermediate Similarity 0.715 NPC54744
Intermediate Similarity 0.7135 NPC56233
Intermediate Similarity 0.7135 NPC21429
Intermediate Similarity 0.71 NPC153123
Intermediate Similarity 0.71 NPC475914
Intermediate Similarity 0.71 NPC201266
Intermediate Similarity 0.71 NPC220797
Intermediate Similarity 0.71 NPC474318
Intermediate Similarity 0.71 NPC268744
Intermediate Similarity 0.7097 NPC267078
Intermediate Similarity 0.7097 NPC935
Intermediate Similarity 0.7097 NPC328924
Intermediate Similarity 0.7065 NPC269203
Intermediate Similarity 0.7065 NPC77241
Intermediate Similarity 0.7065 NPC166209
Intermediate Similarity 0.7065 NPC13456
Intermediate Similarity 0.7064 NPC474357
Intermediate Similarity 0.7062 NPC470440
Intermediate Similarity 0.7062 NPC94752
Intermediate Similarity 0.7047 NPC477003
Intermediate Similarity 0.7041 NPC324091
Intermediate Similarity 0.702 NPC326422
Intermediate Similarity 0.702 NPC474180
Intermediate Similarity 0.702 NPC188821
Intermediate Similarity 0.701 NPC133003
Intermediate Similarity 0.7 NPC470732
Intermediate Similarity 0.7 NPC470731
Remote Similarity 0.699 NPC213629
Remote Similarity 0.6974 NPC476527
Remote Similarity 0.6972 NPC470323
Remote Similarity 0.6971 NPC320968
Remote Similarity 0.6966 NPC204141
Remote Similarity 0.6963 NPC284775
Remote Similarity 0.6942 NPC54420
Remote Similarity 0.692 NPC171393
Remote Similarity 0.692 NPC295452
Remote Similarity 0.6919 NPC147983
Remote Similarity 0.6919 NPC122141
Remote Similarity 0.6919 NPC177996
Remote Similarity 0.6906 NPC53947
Remote Similarity 0.69 NPC294693
Remote Similarity 0.6897 NPC216159
Remote Similarity 0.6888 NPC62749
Remote Similarity 0.6881 NPC171317
Remote Similarity 0.6881 NPC156003
Remote Similarity 0.6875 NPC162860
Remote Similarity 0.6865 NPC92796
Remote Similarity 0.6865 NPC135141
Remote Similarity 0.6862 NPC49217
Remote Similarity 0.6859 NPC317054
Remote Similarity 0.685 NPC304203
Remote Similarity 0.6845 NPC317105
Remote Similarity 0.6833 NPC143872
Remote Similarity 0.6833 NPC288838
Remote Similarity 0.6831 NPC325903
Remote Similarity 0.6831 NPC200214
Remote Similarity 0.6829 NPC476073
Remote Similarity 0.6818 NPC321708
Remote Similarity 0.681 NPC72956
Remote Similarity 0.6804 NPC88110
Remote Similarity 0.6798 NPC131887
Remote Similarity 0.6796 NPC469811
Remote Similarity 0.6794 NPC478158
Remote Similarity 0.6793 NPC476297
Remote Similarity 0.6793 NPC476219
Remote Similarity 0.6791 NPC194881
Remote Similarity 0.6791 NPC474195
Remote Similarity 0.6789 NPC471943
Remote Similarity 0.6777 NPC6865
Remote Similarity 0.6777 NPC153980
Remote Similarity 0.6776 NPC475736
Remote Similarity 0.6776 NPC469975
Remote Similarity 0.6771 NPC469529
Remote Similarity 0.6769 NPC307191
Remote Similarity 0.6769 NPC191415
Remote Similarity 0.6765 NPC293917
Remote Similarity 0.6761 NPC125746
Remote Similarity 0.676 NPC42483
Remote Similarity 0.6758 NPC321911
Remote Similarity 0.6753 NPC213468
Remote Similarity 0.6749 NPC227582
Remote Similarity 0.6743 NPC474196
Remote Similarity 0.674 NPC63545
Remote Similarity 0.6736 NPC280852
Remote Similarity 0.6735 NPC102755
Remote Similarity 0.672 NPC216643
Remote Similarity 0.6703 NPC201380
Remote Similarity 0.6703 NPC179787
Remote Similarity 0.6702 NPC194411
Remote Similarity 0.6701 NPC64436
Remote Similarity 0.6701 NPC84827
Remote Similarity 0.6701 NPC14113
Remote Similarity 0.6701 NPC145885
Remote Similarity 0.6699 NPC469308
Remote Similarity 0.6698 NPC471194
Remote Similarity 0.6698 NPC471193
Remote Similarity 0.6685 NPC314372
Remote Similarity 0.6685 NPC73767
Remote Similarity 0.6684 NPC318065
Remote Similarity 0.6684 NPC56765
Remote Similarity 0.6684 NPC206819
Remote Similarity 0.6683 NPC74413
Remote Similarity 0.6682 NPC471192
Remote Similarity 0.6667 NPC478182
Remote Similarity 0.6667 NPC475286
Remote Similarity 0.6667 NPC478184
Remote Similarity 0.6667 NPC190296
Remote Similarity 0.6667 NPC174281
Remote Similarity 0.6651 NPC312942
Remote Similarity 0.6651 NPC327095
Remote Similarity 0.665 NPC252338
Remote Similarity 0.6649 NPC78020
Remote Similarity 0.6649 NPC151635
Remote Similarity 0.6648 NPC469767
Remote Similarity 0.6648 NPC469779
Remote Similarity 0.6648 NPC469768
Remote Similarity 0.6648 NPC469761
Remote Similarity 0.6648 NPC469784
Remote Similarity 0.6648 NPC469780
Remote Similarity 0.6648 NPC469783
Remote Similarity 0.6636 NPC478157
Remote Similarity 0.6634 NPC67288
Remote Similarity 0.6634 NPC473640
Remote Similarity 0.6633 NPC314281
Remote Similarity 0.6633 NPC40530
Remote Similarity 0.6632 NPC42372
Remote Similarity 0.6631 NPC222029
Remote Similarity 0.663 NPC105818
Remote Similarity 0.663 NPC24678
Remote Similarity 0.6622 NPC477176
Remote Similarity 0.6622 NPC470730
Remote Similarity 0.6622 NPC477175
Remote Similarity 0.6622 NPC470729
Remote Similarity 0.6621 NPC40455
Remote Similarity 0.662 NPC470702
Remote Similarity 0.662 NPC473218
Remote Similarity 0.662 NPC75634
Remote Similarity 0.6618 NPC102592
Remote Similarity 0.6618 NPC475506
Remote Similarity 0.6618 NPC476526
Remote Similarity 0.6618 NPC48117
Remote Similarity 0.6618 NPC79356
Remote Similarity 0.6618 NPC329765
Remote Similarity 0.6618 NPC300183
Remote Similarity 0.6615 NPC111275
Remote Similarity 0.6614 NPC225018
Remote Similarity 0.6611 NPC197068
Remote Similarity 0.6611 NPC469766
Remote Similarity 0.661 NPC96102
Remote Similarity 0.6602 NPC477004
Remote Similarity 0.6602 NPC19696
Remote Similarity 0.6602 NPC136957
Remote Similarity 0.6602 NPC100321
Remote Similarity 0.6598 NPC293216
Remote Similarity 0.6598 NPC37423
Remote Similarity 0.6598 NPC110500
Remote Similarity 0.6598 NPC149155
Remote Similarity 0.6598 NPC275305
Remote Similarity 0.6598 NPC203468
Remote Similarity 0.6596 NPC276085
Remote Similarity 0.6596 NPC474880
Remote Similarity 0.6596 NPC293487
Remote Similarity 0.6596 NPC475990
Remote Similarity 0.6596 NPC221786
Remote Similarity 0.6593 NPC159856

Drug Structure

External Identifiers

TTD   DIB009180
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   132963
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  267.14
ALogP  -0.3591
MLogP  2.78
XLogP  2.625
HDA  4
HBD  1
Rotatable Bonds  2
TPSA  48.99
RO5 Violation  0