NPASS drugs

Drug Information

Drug ID:	NPD6815
Drug Name:	Triparanol
Molecular Formula:	C27H32ClNO2
Canonical SMILES:	CCN(CCOc1ccc(cc1)C(c1ccc(cc1)C)(Cc1ccc(cc1)Cl)O)CC
Standard InCHI:	InChI=1S/C27H32ClNO2/c1-4-29(5-2)18-19-31-26-16-12-24(13-17-26)27(30,23-10-6-21(3)7-11-23)20-22-8-14-25(28)15-9-22/h6-17,30H,4-5,18-20H2,1-3H3
Standard InCHIKey:	SYHDSBBKRLVLFF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6815

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.

Range	Similarity Score Range
0-0.1	156
0.1-0.2	1157
0.2-0.3	3011
0.3-0.4	9833
0.4-0.5	3526
0.5-0.6	8551
0.6-0.7	4551
0.7-0.8	104
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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	0.8529	NPC255253
Intermediate Similarity	0.7467	NPC469610
Intermediate Similarity	0.7465	NPC321133
Intermediate Similarity	0.745	NPC472590
Intermediate Similarity	0.74	NPC469611
Intermediate Similarity	0.7379	NPC211218
Intermediate Similarity	0.7333	NPC8899
Intermediate Similarity	0.7329	NPC62101
Intermediate Similarity	0.7329	NPC95733
Intermediate Similarity	0.731	NPC150026
Intermediate Similarity	0.7297	NPC46978
Intermediate Similarity	0.7279	NPC29477
Intermediate Similarity	0.7278	NPC245974
Intermediate Similarity	0.7261	NPC247298
Intermediate Similarity	0.723	NPC283049
Intermediate Similarity	0.723	NPC50315
Intermediate Similarity	0.723	NPC230479
Intermediate Similarity	0.723	NPC26879
Intermediate Similarity	0.7222	NPC263835
Intermediate Similarity	0.7222	NPC103916
Intermediate Similarity	0.7211	NPC270030
Intermediate Similarity	0.72	NPC93962
Intermediate Similarity	0.7197	NPC186033
Intermediate Similarity	0.7192	NPC100099
Intermediate Similarity	0.7192	NPC36016
Intermediate Similarity	0.7192	NPC188997
Intermediate Similarity	0.719	NPC184269
Intermediate Similarity	0.7162	NPC81641
Intermediate Similarity	0.7153	NPC256369
Intermediate Similarity	0.7143	NPC38761
Intermediate Similarity	0.7143	NPC76465
Intermediate Similarity	0.7143	NPC261992
Intermediate Similarity	0.7143	NPC93783
Intermediate Similarity	0.7133	NPC53986
Intermediate Similarity	0.7133	NPC38664
Intermediate Similarity	0.7123	NPC54972
Intermediate Similarity	0.7123	NPC193364
Intermediate Similarity	0.7115	NPC212850
Intermediate Similarity	0.7115	NPC83289
Intermediate Similarity	0.7115	NPC189724
Intermediate Similarity	0.7107	NPC313414
Intermediate Similarity	0.7105	NPC211413
Intermediate Similarity	0.7105	NPC68205
Intermediate Similarity	0.7105	NPC118683
Intermediate Similarity	0.7105	NPC162801
Intermediate Similarity	0.7105	NPC293203
Intermediate Similarity	0.7105	NPC244888
Intermediate Similarity	0.7105	NPC164804
Intermediate Similarity	0.7105	NPC471517
Intermediate Similarity	0.7101	NPC201959
Intermediate Similarity	0.7097	NPC141717
Intermediate Similarity	0.7097	NPC77861
Intermediate Similarity	0.7097	NPC471522
Intermediate Similarity	0.7095	NPC134195
Intermediate Similarity	0.7095	NPC106914
Intermediate Similarity	0.7095	NPC246648
Intermediate Similarity	0.7095	NPC86502
Intermediate Similarity	0.7095	NPC197351
Intermediate Similarity	0.7092	NPC176730
Intermediate Similarity	0.7092	NPC123175
Intermediate Similarity	0.7086	NPC134360
Intermediate Similarity	0.7086	NPC222108
Intermediate Similarity	0.7086	NPC96719
Intermediate Similarity	0.708	NPC113457
Intermediate Similarity	0.7078	NPC476617
Intermediate Similarity	0.7078	NPC476615
Intermediate Similarity	0.7078	NPC476616
Intermediate Similarity	0.7067	NPC149796
Intermediate Similarity	0.7059	NPC13005
Intermediate Similarity	0.7051	NPC470307
Intermediate Similarity	0.7051	NPC470308
Intermediate Similarity	0.705	NPC306045
Intermediate Similarity	0.705	NPC265211
Intermediate Similarity	0.7047	NPC102540
Intermediate Similarity	0.7047	NPC103420
Intermediate Similarity	0.7047	NPC285040
Intermediate Similarity	0.7047	NPC188022
Intermediate Similarity	0.7047	NPC113495
Intermediate Similarity	0.7047	NPC17809
Intermediate Similarity	0.7042	NPC161696
Intermediate Similarity	0.7041	NPC169743
Intermediate Similarity	0.7039	NPC196193
Intermediate Similarity	0.7034	NPC163036
Intermediate Similarity	0.7034	NPC43275
Intermediate Similarity	0.7034	NPC295259
Intermediate Similarity	0.7027	NPC307020
Intermediate Similarity	0.702	NPC39064
Intermediate Similarity	0.702	NPC215300
Intermediate Similarity	0.702	NPC47283
Intermediate Similarity	0.702	NPC274717
Intermediate Similarity	0.702	NPC222572
Intermediate Similarity	0.702	NPC87224
Intermediate Similarity	0.7019	NPC115144
Intermediate Similarity	0.7019	NPC277857
Intermediate Similarity	0.7017	NPC264938
Intermediate Similarity	0.7014	NPC474933
Intermediate Similarity	0.7013	NPC92805
Intermediate Similarity	0.7013	NPC85435
Intermediate Similarity	0.7013	NPC77196
Intermediate Similarity	0.7007	NPC470393
Intermediate Similarity	0.7007	NPC8302
Intermediate Similarity	0.7006	NPC260842
Intermediate Similarity	0.7	NPC8058
Intermediate Similarity	0.7	NPC170485
Intermediate Similarity	0.7	NPC276212
Remote Similarity	0.6993	NPC280653
Remote Similarity	0.6993	NPC476166
Remote Similarity	0.6993	NPC160623
Remote Similarity	0.6993	NPC300875
Remote Similarity	0.6993	NPC471953
Remote Similarity	0.6993	NPC129784
Remote Similarity	0.6993	NPC118114
Remote Similarity	0.6993	NPC207892
Remote Similarity	0.6993	NPC17343
Remote Similarity	0.6993	NPC129106
Remote Similarity	0.6993	NPC181497
Remote Similarity	0.6993	NPC196765
Remote Similarity	0.6993	NPC271945
Remote Similarity	0.6993	NPC268917
Remote Similarity	0.6993	NPC150011
Remote Similarity	0.6993	NPC206224
Remote Similarity	0.6993	NPC236014
Remote Similarity	0.6993	NPC12875
Remote Similarity	0.6993	NPC164574
Remote Similarity	0.6993	NPC228369
Remote Similarity	0.6986	NPC8283
Remote Similarity	0.6986	NPC93398
Remote Similarity	0.6986	NPC258979
Remote Similarity	0.698	NPC109822
Remote Similarity	0.698	NPC94276
Remote Similarity	0.6978	NPC75440
Remote Similarity	0.6975	NPC470935
Remote Similarity	0.6975	NPC471032
Remote Similarity	0.6974	NPC472797
Remote Similarity	0.6974	NPC16577
Remote Similarity	0.6972	NPC141003
Remote Similarity	0.6972	NPC35344
Remote Similarity	0.6968	NPC115335
Remote Similarity	0.6968	NPC296915
Remote Similarity	0.6968	NPC225696
Remote Similarity	0.6968	NPC97834
Remote Similarity	0.6968	NPC124085
Remote Similarity	0.6968	NPC198154
Remote Similarity	0.6968	NPC223008
Remote Similarity	0.6968	NPC117048
Remote Similarity	0.6966	NPC74821
Remote Similarity	0.6962	NPC291101
Remote Similarity	0.6962	NPC221134
Remote Similarity	0.6962	NPC266197
Remote Similarity	0.6959	NPC71090
Remote Similarity	0.6959	NPC255026
Remote Similarity	0.6959	NPC174977
Remote Similarity	0.6959	NPC150879
Remote Similarity	0.6954	NPC186889
Remote Similarity	0.6954	NPC473221
Remote Similarity	0.6954	NPC53781
Remote Similarity	0.6948	NPC472798
Remote Similarity	0.6948	NPC189482
Remote Similarity	0.6948	NPC139335
Remote Similarity	0.6944	NPC85292
Remote Similarity	0.6944	NPC54507
Remote Similarity	0.6944	NPC229147
Remote Similarity	0.6944	NPC141090
Remote Similarity	0.6943	NPC35550
Remote Similarity	0.6943	NPC299583
Remote Similarity	0.6939	NPC218753
Remote Similarity	0.6934	NPC108875
Remote Similarity	0.6934	NPC38079
Remote Similarity	0.6933	NPC194519
Remote Similarity	0.6933	NPC105031
Remote Similarity	0.6933	NPC476254
Remote Similarity	0.6933	NPC320242
Remote Similarity	0.6933	NPC131397
Remote Similarity	0.6929	NPC474272
Remote Similarity	0.6928	NPC27187
Remote Similarity	0.6928	NPC470225
Remote Similarity	0.6928	NPC87363
Remote Similarity	0.6923	NPC11727
Remote Similarity	0.6923	NPC125579
Remote Similarity	0.6923	NPC15109
Remote Similarity	0.6918	NPC172253
Remote Similarity	0.6918	NPC184302
Remote Similarity	0.6918	NPC59561
Remote Similarity	0.6918	NPC470372
Remote Similarity	0.6913	NPC474160
Remote Similarity	0.6913	NPC96940
Remote Similarity	0.6908	NPC38604
Remote Similarity	0.6908	NPC38017
Remote Similarity	0.6908	NPC211179
Remote Similarity	0.6903	NPC211352
Remote Similarity	0.6901	NPC42911
Remote Similarity	0.6901	NPC153795
Remote Similarity	0.6901	NPC290353
Remote Similarity	0.6899	NPC22517
Remote Similarity	0.6897	NPC142042
Remote Similarity	0.6897	NPC127894
Remote Similarity	0.6897	NPC470759
Remote Similarity	0.6897	NPC15860
Remote Similarity	0.6897	NPC195466
Remote Similarity	0.6897	NPC219070

Drug Structure

NPD6815 OpenBabel08211710072D 32 34 0 0 1 0 0 0 0 0999 V2000 -3.3651 2.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8890 -3.4000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5238 3.4000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8413 3.4000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0477 -1.9429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2064 -3.4000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4381 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4381 0.2254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2064 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3651 -2.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6826 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4096 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4096 0.2254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6826 1.9429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8413 1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0096 -0.6159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0477 -2.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9524 -0.6159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3651 -1.9429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6826 -0.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8953 -0.6159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5238 -1.4571 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.8667 -0.6159 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.6826 2.9143 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0381 -2.2984 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8413 0.4857 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5238 -3.1397 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 21 1 0 0 0 0 4 29 1 0 0 0 0 5 29 1 0 0 0 0 6 10 1 0 0 0 0 6 21 2 0 0 0 0 7 11 2 0 0 0 0 7 21 1 0 0 0 0 8 14 1 0 0 0 0 8 22 2 0 0 0 0 9 15 2 0 0 0 0 9 22 1 0 0 0 0 10 23 2 0 0 0 0 11 23 1 0 0 0 0 12 16 1 0 0 0 0 12 24 2 0 0 0 0 13 17 2 0 0 0 0 13 24 1 0 0 0 0 14 25 2 0 0 0 0 15 25 1 0 0 0 0 16 26 2 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 18 29 1 0 0 0 0 19 31 1 0 0 0 0 20 22 1 0 0 0 0 20 27 1 0 0 0 0 23 27 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 26 31 1 0 0 0 0 27 30 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000114
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6536
ChEBI
CAS Number

Drug Properties

Molecular Weight	437.21
ALogP	1.55
MLogP	3.99
XLogP	8.022
HDA	2
HBD	1
Rotatable Bonds	15
TPSA	32.7
RO5 Violation	1