NPASS drugs

Drug Information

Drug ID:	NPD5306
Drug Name:	Oxybutynin
Molecular Formula:	C22H31NO3
Canonical SMILES:	CCN(CC#CCOC(=O)C(c1ccccc1)(C1CCCCC1)O)CC
Standard InCHI:	InChI=1S/C22H31NO3/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3
Standard InCHIKey:	XIQVNETUBQGFHX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5306

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	77
0.1-0.2	449
0.2-0.3	1318
0.3-0.4	3675
0.4-0.5	10372
0.5-0.6	12149
0.6-0.7	2719
0.7-0.8	129
0.8-0.85	2
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	0.84	NPC65310
Intermediate Similarity	0.8158	NPC160382
Intermediate Similarity	0.7807	NPC210529
Intermediate Similarity	0.7807	NPC175852
Intermediate Similarity	0.7807	NPC160548
Intermediate Similarity	0.7744	NPC313663
Intermediate Similarity	0.7674	NPC471466
Intermediate Similarity	0.7656	NPC291027
Intermediate Similarity	0.7656	NPC317474
Intermediate Similarity	0.7656	NPC84281
Intermediate Similarity	0.7656	NPC213126
Intermediate Similarity	0.7656	NPC169485
Intermediate Similarity	0.7603	NPC158854
Intermediate Similarity	0.76	NPC212891
Intermediate Similarity	0.748	NPC158282
Intermediate Similarity	0.7405	NPC14141
Intermediate Similarity	0.7405	NPC285394
Intermediate Similarity	0.7402	NPC45794
Intermediate Similarity	0.7398	NPC476003
Intermediate Similarity	0.7398	NPC95126
Intermediate Similarity	0.7398	NPC475002
Intermediate Similarity	0.7377	NPC281604
Intermediate Similarity	0.7348	NPC474847
Intermediate Similarity	0.7328	NPC108286
Intermediate Similarity	0.7308	NPC476184
Intermediate Similarity	0.7308	NPC476281
Intermediate Similarity	0.7302	NPC469509
Intermediate Similarity	0.7302	NPC221275
Intermediate Similarity	0.7295	NPC156648
Intermediate Similarity	0.7281	NPC317645
Intermediate Similarity	0.728	NPC48525
Intermediate Similarity	0.728	NPC128368
Intermediate Similarity	0.7266	NPC325295
Intermediate Similarity	0.7266	NPC76308
Intermediate Similarity	0.7259	NPC69496
Intermediate Similarity	0.7257	NPC9822
Intermediate Similarity	0.7246	NPC475318
Intermediate Similarity	0.7246	NPC476102
Intermediate Similarity	0.7246	NPC474855
Intermediate Similarity	0.7246	NPC151706
Intermediate Similarity	0.7246	NPC293377
Intermediate Similarity	0.7246	NPC49577
Intermediate Similarity	0.7246	NPC76785
Intermediate Similarity	0.7246	NPC260045
Intermediate Similarity	0.7246	NPC475598
Intermediate Similarity	0.7246	NPC118099
Intermediate Similarity	0.7246	NPC474811
Intermediate Similarity	0.7246	NPC90194
Intermediate Similarity	0.7246	NPC474787
Intermediate Similarity	0.7246	NPC9687
Intermediate Similarity	0.7246	NPC273907
Intermediate Similarity	0.7246	NPC79465
Intermediate Similarity	0.7236	NPC31274
Intermediate Similarity	0.7232	NPC322387
Intermediate Similarity	0.7231	NPC280827
Intermediate Similarity	0.7231	NPC190663
Intermediate Similarity	0.7231	NPC80150
Intermediate Similarity	0.7231	NPC476183
Intermediate Similarity	0.7231	NPC243059
Intermediate Similarity	0.7222	NPC153053
Intermediate Similarity	0.7218	NPC4974
Intermediate Similarity	0.7213	NPC136962
Intermediate Similarity	0.7197	NPC476278
Intermediate Similarity	0.7193	NPC274455
Intermediate Similarity	0.7193	NPC86670
Intermediate Similarity	0.7193	NPC70940
Intermediate Similarity	0.719	NPC19136
Intermediate Similarity	0.719	NPC249067
Intermediate Similarity	0.7188	NPC242764
Intermediate Similarity	0.7188	NPC105141
Intermediate Similarity	0.7185	NPC472707
Intermediate Similarity	0.7177	NPC292758
Intermediate Similarity	0.7177	NPC65855
Intermediate Similarity	0.7167	NPC304873
Intermediate Similarity	0.7165	NPC210092
Intermediate Similarity	0.7165	NPC186933
Intermediate Similarity	0.7153	NPC45191
Intermediate Similarity	0.7143	NPC476260
Intermediate Similarity	0.7143	NPC476241
Intermediate Similarity	0.7132	NPC217431
Intermediate Similarity	0.7131	NPC269457
Intermediate Similarity	0.7131	NPC105899
Intermediate Similarity	0.7121	NPC26285
Intermediate Similarity	0.7121	NPC160493
Intermediate Similarity	0.7107	NPC255676
Intermediate Similarity	0.7101	NPC233910
Intermediate Similarity	0.7101	NPC245836
Intermediate Similarity	0.7099	NPC473243
Intermediate Similarity	0.7097	NPC475282
Intermediate Similarity	0.709	NPC476179
Intermediate Similarity	0.709	NPC57607
Intermediate Similarity	0.709	NPC295664
Intermediate Similarity	0.709	NPC476125
Intermediate Similarity	0.7087	NPC172525
Intermediate Similarity	0.7087	NPC474363
Intermediate Similarity	0.7083	NPC469481
Intermediate Similarity	0.7083	NPC316797
Intermediate Similarity	0.7073	NPC472316
Intermediate Similarity	0.7073	NPC475203
Intermediate Similarity	0.7073	NPC474376
Intermediate Similarity	0.7073	NPC472315
Intermediate Similarity	0.7068	NPC469927
Intermediate Similarity	0.7063	NPC66208
Intermediate Similarity	0.7063	NPC471188
Intermediate Similarity	0.7063	NPC321852
Intermediate Similarity	0.7063	NPC234376
Intermediate Similarity	0.7059	NPC213969
Intermediate Similarity	0.7059	NPC115797
Intermediate Similarity	0.7059	NPC229242
Intermediate Similarity	0.7059	NPC51448
Intermediate Similarity	0.7059	NPC165726
Intermediate Similarity	0.7054	NPC294134
Intermediate Similarity	0.7049	NPC280616
Intermediate Similarity	0.7049	NPC171831
Intermediate Similarity	0.7049	NPC242913
Intermediate Similarity	0.704	NPC326187
Intermediate Similarity	0.7037	NPC470765
Intermediate Similarity	0.7037	NPC275576
Intermediate Similarity	0.7031	NPC474685
Intermediate Similarity	0.7031	NPC93181
Intermediate Similarity	0.7025	NPC25458
Intermediate Similarity	0.7023	NPC204784
Intermediate Similarity	0.7023	NPC160235
Intermediate Similarity	0.7015	NPC85511
Intermediate Similarity	0.7015	NPC138798
Intermediate Similarity	0.7015	NPC236981
Intermediate Similarity	0.7008	NPC272524
Intermediate Similarity	0.7008	NPC265002
Intermediate Similarity	0.7	NPC146351
Intermediate Similarity	0.7	NPC217621
Intermediate Similarity	0.7	NPC325497
Remote Similarity	0.6992	NPC293831
Remote Similarity	0.6992	NPC369
Remote Similarity	0.6985	NPC210950
Remote Similarity	0.6985	NPC169913
Remote Similarity	0.6985	NPC470753
Remote Similarity	0.6985	NPC473220
Remote Similarity	0.6985	NPC199738
Remote Similarity	0.6984	NPC133308
Remote Similarity	0.6984	NPC260818
Remote Similarity	0.6978	NPC233692
Remote Similarity	0.6978	NPC108553
Remote Similarity	0.6977	NPC210531
Remote Similarity	0.6975	NPC270654
Remote Similarity	0.6975	NPC289201
Remote Similarity	0.697	NPC133389
Remote Similarity	0.697	NPC234337
Remote Similarity	0.697	NPC183339
Remote Similarity	0.6967	NPC329556
Remote Similarity	0.6967	NPC301943
Remote Similarity	0.6967	NPC474365
Remote Similarity	0.6963	NPC246166
Remote Similarity	0.6963	NPC317163
Remote Similarity	0.696	NPC469511
Remote Similarity	0.696	NPC469636
Remote Similarity	0.6957	NPC220893
Remote Similarity	0.695	NPC472247
Remote Similarity	0.695	NPC477896
Remote Similarity	0.6949	NPC206764
Remote Similarity	0.6947	NPC311091
Remote Similarity	0.6947	NPC471033
Remote Similarity	0.6947	NPC254233
Remote Similarity	0.6942	NPC42211
Remote Similarity	0.6942	NPC158623
Remote Similarity	0.6942	NPC225079
Remote Similarity	0.6935	NPC94751
Remote Similarity	0.6935	NPC193640
Remote Similarity	0.6935	NPC37115
Remote Similarity	0.6935	NPC475905
Remote Similarity	0.6935	NPC142326
Remote Similarity	0.6935	NPC25385
Remote Similarity	0.6934	NPC296712
Remote Similarity	0.6929	NPC82899
Remote Similarity	0.6929	NPC474314
Remote Similarity	0.6929	NPC270699
Remote Similarity	0.6923	NPC473301
Remote Similarity	0.6923	NPC128249
Remote Similarity	0.6917	NPC225060
Remote Similarity	0.6917	NPC271475
Remote Similarity	0.6917	NPC35448
Remote Similarity	0.6917	NPC78701
Remote Similarity	0.6912	NPC79608
Remote Similarity	0.6912	NPC137416
Remote Similarity	0.6906	NPC275538
Remote Similarity	0.6905	NPC214067
Remote Similarity	0.6905	NPC174099
Remote Similarity	0.6905	NPC196246
Remote Similarity	0.6903	NPC95965
Remote Similarity	0.6901	NPC472545
Remote Similarity	0.6901	NPC472551
Remote Similarity	0.6901	NPC281104
Remote Similarity	0.6899	NPC306740
Remote Similarity	0.6899	NPC217111
Remote Similarity	0.6897	NPC472546
Remote Similarity	0.6897	NPC84288
Remote Similarity	0.6894	NPC472708
Remote Similarity	0.6889	NPC473938
Remote Similarity	0.6885	NPC318154
Remote Similarity	0.6884	NPC301857
Remote Similarity	0.688	NPC249811

Drug Structure

NPD5306 OpenBabel08211706322D 27 28 0 0 1 0 0 0 0 0999 V2000 -0.8660 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3660 2.0981 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 -2.8660 1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 2.0981 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 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3660 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.2321 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 -0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 0.3660 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 -1.7321 -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 3 0 0 0 0 0 0 0 0 0 -0.0000 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6340 -1.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 12 3 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 22 1 0 0 0 0 20 22 1 0 0 0 0 21 22 1 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 22 25 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009673; DIB012958; DAP001128
DrugBank	DB01062
ChEMBL	CHEMBL1231
IUPHAR/BPS	359
PharmaGKB	PA164746030
KEGG Drug	D00465
PubChem CID
ChEBI	7856
CAS Number	5633-20-5

Drug Properties

Molecular Weight	357.23
ALogP	-0.163
MLogP	3.44
XLogP	5.374
HDA	4
HBD	1
Rotatable Bonds	11
TPSA	49.77
RO5 Violation	1