NPASS drugs

Drug Information

Drug ID:	NPD5237
Drug Name:	Propoxyphene Hydrochloride
Molecular Formula:	C22H29NO2.ClH
Canonical SMILES:	CCC(=O)O[C@](c1ccccc1)([C@@H](CN(C)C)C)Cc1ccccc1.Cl
Standard InCHI:	InChI=1S/C22H29NO2.ClH/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19;/h6-15,18H,5,16-17H2,1-4H3;1H/t18-,22+;/m1./s1
Standard InCHIKey:	QMQBBUPJKANITL-MYXGOWFTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5237

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	82
0.1-0.2	647
0.2-0.3	1949
0.3-0.4	6346
0.4-0.5	10090
0.5-0.6	9989
0.6-0.7	1718
0.7-0.8	68
0.8-0.85	1
0.85-0.9	0
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
Intermediate Similarity	0.8131	NPC316797
Intermediate Similarity	0.775	NPC321133
Intermediate Similarity	0.7692	NPC220893
Intermediate Similarity	0.7623	NPC26285
Intermediate Similarity	0.7596	NPC304760
Intermediate Similarity	0.7565	NPC158854
Intermediate Similarity	0.7565	NPC65855
Intermediate Similarity	0.7565	NPC292758
Intermediate Similarity	0.7565	NPC273837
Intermediate Similarity	0.7549	NPC95429
Intermediate Similarity	0.7547	NPC119631
Intermediate Similarity	0.7541	NPC316896
Intermediate Similarity	0.75	NPC89377
Intermediate Similarity	0.7476	NPC58616
Intermediate Similarity	0.7453	NPC213156
Intermediate Similarity	0.7453	NPC240108
Intermediate Similarity	0.7436	NPC269340
Intermediate Similarity	0.7387	NPC325497
Intermediate Similarity	0.7373	NPC128368
Intermediate Similarity	0.7358	NPC173443
Intermediate Similarity	0.7348	NPC281104
Intermediate Similarity	0.7344	NPC283079
Intermediate Similarity	0.7339	NPC84281
Intermediate Similarity	0.7339	NPC213126
Intermediate Similarity	0.7339	NPC317474
Intermediate Similarity	0.7339	NPC291027
Intermediate Similarity	0.7339	NPC169485
Intermediate Similarity	0.7308	NPC475710
Intermediate Similarity	0.7308	NPC313663
Intermediate Similarity	0.725	NPC221275
Intermediate Similarity	0.7244	NPC65310
Intermediate Similarity	0.7213	NPC45794
Intermediate Similarity	0.7184	NPC103387
Intermediate Similarity	0.7168	NPC42211
Intermediate Similarity	0.7154	NPC254233
Intermediate Similarity	0.7143	NPC322598
Intermediate Similarity	0.712	NPC476281
Intermediate Similarity	0.712	NPC476184
Intermediate Similarity	0.7119	NPC24777
Intermediate Similarity	0.7115	NPC270507
Intermediate Similarity	0.7091	NPC23453
Intermediate Similarity	0.7087	NPC165212
Intermediate Similarity	0.7087	NPC285394
Intermediate Similarity	0.708	NPC146351
Intermediate Similarity	0.708	NPC118343
Intermediate Similarity	0.708	NPC472318
Intermediate Similarity	0.708	NPC98911
Intermediate Similarity	0.7069	NPC209632
Intermediate Similarity	0.7069	NPC269457
Intermediate Similarity	0.7054	NPC325499
Intermediate Similarity	0.7054	NPC270654
Intermediate Similarity	0.7043	NPC301943
Intermediate Similarity	0.7043	NPC474365
Intermediate Similarity	0.7043	NPC234305
Intermediate Similarity	0.704	NPC476183
Intermediate Similarity	0.7037	NPC9822
Intermediate Similarity	0.7034	NPC469636
Intermediate Similarity	0.7027	NPC5472
Intermediate Similarity	0.7019	NPC323103
Intermediate Similarity	0.7018	NPC228400
Intermediate Similarity	0.7018	NPC214200
Intermediate Similarity	0.7009	NPC475203
Intermediate Similarity	0.7009	NPC474376
Intermediate Similarity	0.7009	NPC96625
Intermediate Similarity	0.7009	NPC472315
Intermediate Similarity	0.7009	NPC472316
Intermediate Similarity	0.7008	NPC476278
Intermediate Similarity	0.7	NPC270699
Intermediate Similarity	0.7	NPC82899
Remote Similarity	0.6991	NPC225060
Remote Similarity	0.6991	NPC35448
Remote Similarity	0.6991	NPC78701
Remote Similarity	0.699	NPC121800
Remote Similarity	0.699	NPC328178
Remote Similarity	0.6983	NPC114594
Remote Similarity	0.6983	NPC85977
Remote Similarity	0.6977	NPC124776
Remote Similarity	0.6975	NPC214067
Remote Similarity	0.6975	NPC196246
Remote Similarity	0.6972	NPC84288
Remote Similarity	0.6967	NPC210092
Remote Similarity	0.6957	NPC318154
Remote Similarity	0.6957	NPC473922
Remote Similarity	0.6953	NPC328267
Remote Similarity	0.6953	NPC476260
Remote Similarity	0.6953	NPC476241
Remote Similarity	0.6947	NPC69496
Remote Similarity	0.6942	NPC265002
Remote Similarity	0.6929	NPC160493
Remote Similarity	0.6923	NPC218323
Remote Similarity	0.6923	NPC476198
Remote Similarity	0.6917	NPC1082
Remote Similarity	0.6917	NPC475002
Remote Similarity	0.6917	NPC474157
Remote Similarity	0.6917	NPC305912
Remote Similarity	0.6917	NPC210089
Remote Similarity	0.6917	NPC95126
Remote Similarity	0.6905	NPC473243
Remote Similarity	0.6903	NPC33168
Remote Similarity	0.6903	NPC249912
Remote Similarity	0.6903	NPC276775
Remote Similarity	0.6903	NPC92754
Remote Similarity	0.6899	NPC476179
Remote Similarity	0.6899	NPC476125
Remote Similarity	0.6899	NPC4974
Remote Similarity	0.6893	NPC170484
Remote Similarity	0.6891	NPC17417
Remote Similarity	0.6891	NPC10251
Remote Similarity	0.6891	NPC83628
Remote Similarity	0.6891	NPC269023
Remote Similarity	0.6891	NPC99846
Remote Similarity	0.6891	NPC265407
Remote Similarity	0.6885	NPC307651
Remote Similarity	0.6884	NPC475128
Remote Similarity	0.6875	NPC130398
Remote Similarity	0.687	NPC103605
Remote Similarity	0.687	NPC469481
Remote Similarity	0.687	NPC81092
Remote Similarity	0.6864	NPC136962
Remote Similarity	0.6864	NPC477251
Remote Similarity	0.6864	NPC37622
Remote Similarity	0.6864	NPC191215
Remote Similarity	0.6864	NPC30594
Remote Similarity	0.6864	NPC274089
Remote Similarity	0.686	NPC234376
Remote Similarity	0.686	NPC79496
Remote Similarity	0.6855	NPC242764
Remote Similarity	0.6855	NPC105141
Remote Similarity	0.6842	NPC475954
Remote Similarity	0.6838	NPC269644
Remote Similarity	0.6838	NPC472222
Remote Similarity	0.6838	NPC472221
Remote Similarity	0.6833	NPC93084
Remote Similarity	0.6833	NPC251854
Remote Similarity	0.6825	NPC234956
Remote Similarity	0.6825	NPC43275
Remote Similarity	0.6822	NPC53299
Remote Similarity	0.6818	NPC172128
Remote Similarity	0.6815	NPC474811
Remote Similarity	0.6815	NPC90194
Remote Similarity	0.6815	NPC151706
Remote Similarity	0.6815	NPC79465
Remote Similarity	0.6815	NPC273907
Remote Similarity	0.6815	NPC476102
Remote Similarity	0.6815	NPC474855
Remote Similarity	0.6815	NPC118099
Remote Similarity	0.6815	NPC474787
Remote Similarity	0.6815	NPC475318
Remote Similarity	0.6815	NPC49577
Remote Similarity	0.6815	NPC475598
Remote Similarity	0.6815	NPC9687
Remote Similarity	0.6815	NPC293377
Remote Similarity	0.6815	NPC260045
Remote Similarity	0.6815	NPC76785
Remote Similarity	0.6814	NPC3371
Remote Similarity	0.6807	NPC56493
Remote Similarity	0.6803	NPC280760
Remote Similarity	0.6792	NPC208183
Remote Similarity	0.6792	NPC243289
Remote Similarity	0.6791	NPC233910
Remote Similarity	0.6791	NPC245836
Remote Similarity	0.678	NPC473855
Remote Similarity	0.678	NPC211551
Remote Similarity	0.6777	NPC63345
Remote Similarity	0.6777	NPC323007
Remote Similarity	0.6777	NPC183700
Remote Similarity	0.6777	NPC133308
Remote Similarity	0.6774	NPC473507
Remote Similarity	0.6774	NPC51345
Remote Similarity	0.6772	NPC232958
Remote Similarity	0.6772	NPC263835
Remote Similarity	0.6772	NPC190663
Remote Similarity	0.6772	NPC80150
Remote Similarity	0.6769	NPC474847
Remote Similarity	0.6762	NPC133050
Remote Similarity	0.6759	NPC474211
Remote Similarity	0.675	NPC281604
Remote Similarity	0.675	NPC182549
Remote Similarity	0.675	NPC206341
Remote Similarity	0.675	NPC114741
Remote Similarity	0.6748	NPC153053
Remote Similarity	0.6744	NPC471314
Remote Similarity	0.6744	NPC471315
Remote Similarity	0.6741	NPC90693
Remote Similarity	0.6741	NPC64897
Remote Similarity	0.6741	NPC266425
Remote Similarity	0.6738	NPC260194
Remote Similarity	0.6738	NPC475578
Remote Similarity	0.6738	NPC328824
Remote Similarity	0.6724	NPC289381
Remote Similarity	0.6724	NPC155847
Remote Similarity	0.6724	NPC70624
Remote Similarity	0.6723	NPC119271
Remote Similarity	0.6723	NPC326447
Remote Similarity	0.6721	NPC158282
Remote Similarity	0.6719	NPC50872
Remote Similarity	0.6718	NPC470765
Remote Similarity	0.6716	NPC246079
Remote Similarity	0.6715	NPC231884
Remote Similarity	0.6715	NPC316906

Drug Structure

NPD5237 OpenBabel08211706322D 26 26 0 0 1 0 0 0 0 0999 V2000 4.6698 -7.1716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2253 -3.0019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2253 -1.3340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6698 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1512 -6.3377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.3914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1716 -2.3914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.3543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3340 -1.9099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3377 -1.9099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1716 -3.3543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3340 -3.8358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1679 -2.3914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5037 -2.3914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3377 -3.8358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8358 -4.3173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6698 -2.1679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1883 -3.0019 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1679 -3.3543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5037 -3.3543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6698 -5.5037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6698 -3.8358 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1883 -1.3340 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7068 -5.5037 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1512 -4.6698 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0592 -2.4216 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 21 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 19 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 23 1 0 0 0 0 18 2 1 6 0 0 0 18 22 1 0 0 0 0 20 22 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 16 1 6 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	339.22
ALogP	0.3941
MLogP	3.55
XLogP	7.629
HDA	3
HBD	0
Rotatable Bonds	13
TPSA	29.54
RO5 Violation	1