NPASS drugs

Drug Information

Drug ID:	NPD3526
Drug Name:	Diphenylpyraline
Molecular Formula:	C19H23NO
Canonical SMILES:	CN1CCC(CC1)OC(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C19H23NO/c1-20-14-12-18(13-15-20)21-19(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-19H,12-15H2,1H3
Standard InCHIKey:	OWQUZNMMYNAXSL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3526

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	98
0.1-0.2	769
0.2-0.3	2401
0.3-0.4	8833
0.4-0.5	9048
0.5-0.6	8437
0.6-0.7	1246
0.7-0.8	54
0.8-0.85	1
0.85-0.9	3
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	0.8911	NPC316797
High Similarity	0.8774	NPC65855
High Similarity	0.8774	NPC292758
Intermediate Similarity	0.8257	NPC24777
Intermediate Similarity	0.7731	NPC316896
Intermediate Similarity	0.7686	NPC285394
Intermediate Similarity	0.7685	NPC228400
Intermediate Similarity	0.7685	NPC214200
Intermediate Similarity	0.7667	NPC26285
Intermediate Similarity	0.7653	NPC165212
Intermediate Similarity	0.7541	NPC307020
Intermediate Similarity	0.7541	NPC328267
Intermediate Similarity	0.75	NPC321133
Intermediate Similarity	0.7478	NPC269340
Intermediate Similarity	0.7398	NPC255253
Intermediate Similarity	0.7308	NPC304760
Intermediate Similarity	0.7304	NPC158854
Intermediate Similarity	0.7297	NPC327226
Intermediate Similarity	0.728	NPC65310
Intermediate Similarity	0.7255	NPC95429
Intermediate Similarity	0.7252	NPC281104
Intermediate Similarity	0.7193	NPC326801
Intermediate Similarity	0.7182	NPC475954
Intermediate Similarity	0.7168	NPC304761
Intermediate Similarity	0.7168	NPC226778
Intermediate Similarity	0.7168	NPC147000
Intermediate Similarity	0.7168	NPC150254
Intermediate Similarity	0.7154	NPC325568
Intermediate Similarity	0.7105	NPC211551
Intermediate Similarity	0.7103	NPC119631
Intermediate Similarity	0.7097	NPC291027
Intermediate Similarity	0.7097	NPC213126
Intermediate Similarity	0.7097	NPC169485
Intermediate Similarity	0.7097	NPC317474
Intermediate Similarity	0.7097	NPC84281
Intermediate Similarity	0.7087	NPC304538
Intermediate Similarity	0.7077	NPC118419
Intermediate Similarity	0.7077	NPC313663
Intermediate Similarity	0.7073	NPC263835
Intermediate Similarity	0.7064	NPC58674
Intermediate Similarity	0.7064	NPC215351
Intermediate Similarity	0.7064	NPC20142
Intermediate Similarity	0.7059	NPC106313
Intermediate Similarity	0.7043	NPC92623
Intermediate Similarity	0.7043	NPC135464
Intermediate Similarity	0.7031	NPC103605
Intermediate Similarity	0.7031	NPC81092
Intermediate Similarity	0.7027	NPC303611
Intermediate Similarity	0.7027	NPC164514
Intermediate Similarity	0.7027	NPC108606
Intermediate Similarity	0.7027	NPC290515
Intermediate Similarity	0.7027	NPC226096
Intermediate Similarity	0.7019	NPC58616
Intermediate Similarity	0.7019	NPC475710
Intermediate Similarity	0.7009	NPC213156
Intermediate Similarity	0.7009	NPC240108
Intermediate Similarity	0.7009	NPC265211
Intermediate Similarity	0.7009	NPC306045
Remote Similarity	0.6992	NPC43275
Remote Similarity	0.6984	NPC211218
Remote Similarity	0.6975	NPC153795
Remote Similarity	0.6975	NPC290353
Remote Similarity	0.6975	NPC42911
Remote Similarity	0.6963	NPC314682
Remote Similarity	0.6957	NPC154899
Remote Similarity	0.6957	NPC233396
Remote Similarity	0.6953	NPC218323
Remote Similarity	0.6949	NPC95977
Remote Similarity	0.6944	NPC470926
Remote Similarity	0.6937	NPC33168
Remote Similarity	0.6929	NPC62101
Remote Similarity	0.6929	NPC95733
Remote Similarity	0.6917	NPC26524
Remote Similarity	0.6917	NPC11147
Remote Similarity	0.6916	NPC220893
Remote Similarity	0.6912	NPC213206
Remote Similarity	0.6912	NPC474915
Remote Similarity	0.6912	NPC328750
Remote Similarity	0.6912	NPC470925
Remote Similarity	0.6912	NPC188163
Remote Similarity	0.6909	NPC5472
Remote Similarity	0.6905	NPC471315
Remote Similarity	0.6905	NPC471314
Remote Similarity	0.6903	NPC289381
Remote Similarity	0.6903	NPC155847
Remote Similarity	0.6903	NPC245927
Remote Similarity	0.6899	NPC172403
Remote Similarity	0.6893	NPC99394
Remote Similarity	0.6893	NPC475199
Remote Similarity	0.6893	NPC103326
Remote Similarity	0.6893	NPC329319
Remote Similarity	0.6893	NPC87299
Remote Similarity	0.6893	NPC283012
Remote Similarity	0.6887	NPC89377
Remote Similarity	0.6875	NPC29477
Remote Similarity	0.6864	NPC474272
Remote Similarity	0.6864	NPC273837
Remote Similarity	0.6863	NPC184030
Remote Similarity	0.6863	NPC164449
Remote Similarity	0.6857	NPC99482
Remote Similarity	0.6855	NPC14950
Remote Similarity	0.6852	NPC172128
Remote Similarity	0.6846	NPC283079
Remote Similarity	0.6842	NPC154905
Remote Similarity	0.6842	NPC60373
Remote Similarity	0.6838	NPC186469
Remote Similarity	0.6835	NPC130926
Remote Similarity	0.6833	NPC265002
Remote Similarity	0.6818	NPC23453
Remote Similarity	0.6815	NPC193528
Remote Similarity	0.6814	NPC98911
Remote Similarity	0.6814	NPC472318
Remote Similarity	0.681	NPC167336
Remote Similarity	0.681	NPC42383
Remote Similarity	0.68	NPC326232
Remote Similarity	0.6797	NPC474847
Remote Similarity	0.6796	NPC117180
Remote Similarity	0.6794	NPC259665
Remote Similarity	0.6794	NPC89769
Remote Similarity	0.6794	NPC126859
Remote Similarity	0.6786	NPC325499
Remote Similarity	0.6783	NPC234305
Remote Similarity	0.678	NPC97811
Remote Similarity	0.6777	NPC123175
Remote Similarity	0.6777	NPC176730
Remote Similarity	0.6769	NPC268763
Remote Similarity	0.6769	NPC8305
Remote Similarity	0.6769	NPC66177
Remote Similarity	0.6759	NPC173443
Remote Similarity	0.6752	NPC472315
Remote Similarity	0.6752	NPC113457
Remote Similarity	0.6752	NPC472316
Remote Similarity	0.6752	NPC474376
Remote Similarity	0.6752	NPC475203
Remote Similarity	0.675	NPC234376
Remote Similarity	0.6748	NPC301651
Remote Similarity	0.6748	NPC473556
Remote Similarity	0.6744	NPC320242
Remote Similarity	0.6744	NPC136112
Remote Similarity	0.6744	NPC141739
Remote Similarity	0.6741	NPC42793
Remote Similarity	0.6741	NPC167944
Remote Similarity	0.6741	NPC231884
Remote Similarity	0.6738	NPC210437
Remote Similarity	0.6738	NPC16107
Remote Similarity	0.6738	NPC51957
Remote Similarity	0.6738	NPC476144
Remote Similarity	0.6738	NPC106295
Remote Similarity	0.6738	NPC476151
Remote Similarity	0.6731	NPC121478
Remote Similarity	0.6731	NPC73637
Remote Similarity	0.6729	NPC211237
Remote Similarity	0.6726	NPC470161
Remote Similarity	0.6724	NPC85977
Remote Similarity	0.672	NPC172253
Remote Similarity	0.672	NPC256369
Remote Similarity	0.672	NPC59561
Remote Similarity	0.6719	NPC217277
Remote Similarity	0.6718	NPC69496
Remote Similarity	0.6716	NPC475598
Remote Similarity	0.6716	NPC260045
Remote Similarity	0.6716	NPC474811
Remote Similarity	0.6716	NPC474855
Remote Similarity	0.6716	NPC476102
Remote Similarity	0.6716	NPC76785
Remote Similarity	0.6716	NPC474787
Remote Similarity	0.6716	NPC90194
Remote Similarity	0.6716	NPC293377
Remote Similarity	0.6716	NPC9687
Remote Similarity	0.6716	NPC151706
Remote Similarity	0.6716	NPC49577
Remote Similarity	0.6716	NPC118099
Remote Similarity	0.6716	NPC475318
Remote Similarity	0.6716	NPC79465
Remote Similarity	0.6716	NPC273907
Remote Similarity	0.6715	NPC189724
Remote Similarity	0.6715	NPC83289
Remote Similarity	0.6715	NPC212850
Remote Similarity	0.6714	NPC185838
Remote Similarity	0.6699	NPC328178
Remote Similarity	0.6696	NPC300166
Remote Similarity	0.6694	NPC266389
Remote Similarity	0.6694	NPC128368
Remote Similarity	0.6694	NPC122245
Remote Similarity	0.6694	NPC216605
Remote Similarity	0.6691	NPC476567
Remote Similarity	0.6691	NPC318591
Remote Similarity	0.6691	NPC231163
Remote Similarity	0.6691	NPC128019
Remote Similarity	0.6691	NPC136860
Remote Similarity	0.669	NPC7467
Remote Similarity	0.6667	NPC475269
Remote Similarity	0.6667	NPC30563
Remote Similarity	0.6667	NPC325013
Remote Similarity	0.6667	NPC216468
Remote Similarity	0.6667	NPC51333
Remote Similarity	0.6667	NPC303370
Remote Similarity	0.6667	NPC473507
Remote Similarity	0.6667	NPC132078
Remote Similarity	0.6667	NPC160193

Drug Structure

NPD3526 OpenBabel08211703112D 21 23 0 0 0 0 0 0 0 0999 V2000 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 17 19 1 0 0 0 0 18 21 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001071
DrugBank	DB01146
ChEMBL	CHEMBL1492
IUPHAR/BPS	7165
PharmaGKB	PA164746377
KEGG Drug	D01172
PubChem CID	3103
ChEBI	59788
CAS Number	147-20-6

Drug Properties

Molecular Weight	281.18
ALogP	-0.6922
MLogP	3.33
XLogP	6.269
HDA	2
HBD	0
Rotatable Bonds	5
TPSA	12.47
RO5 Violation	1