NPASS drugs

Drug Information

Drug ID:	NPD5201
Drug Name:	Pipenzolate Bromide
Molecular Formula:	C22H28NO3.BrH
Canonical SMILES:	CC[N+]1(C)CCCC(C1)OC(=O)C(c1ccccc1)(c1ccccc1)O.[Br-]
Standard InCHI:	InChI=1S/C22H28NO3.BrH/c1-3-23(2)16-10-15-20(17-23)26-21(24)22(25,18-11-6-4-7-12-18)19-13-8-5-9-14-19;/h4-9,11-14,20,25H,3,10,15-17H2,1-2H3;1H/q+1;/p-1
Standard InCHIKey:	XEDCWWFPZMHXCM-UHFFFAOYSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5201

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	93
0.1-0.2	474
0.2-0.3	1289
0.3-0.4	4079
0.4-0.5	10546
0.5-0.6	12167
0.6-0.7	2173
0.7-0.8	67
0.8-0.85	1
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	0.8672	NPC65310
Intermediate Similarity	0.8284	NPC313663
Intermediate Similarity	0.7955	NPC285394
Intermediate Similarity	0.7903	NPC158854
Intermediate Similarity	0.7895	NPC474847
Intermediate Similarity	0.7803	NPC291027
Intermediate Similarity	0.7803	NPC317474
Intermediate Similarity	0.7803	NPC84281
Intermediate Similarity	0.7803	NPC213126
Intermediate Similarity	0.7803	NPC169485
Intermediate Similarity	0.776	NPC292758
Intermediate Similarity	0.776	NPC65855
Intermediate Similarity	0.7705	NPC160382
Intermediate Similarity	0.7664	NPC69496
Intermediate Similarity	0.7626	NPC233910
Intermediate Similarity	0.7626	NPC245836
Intermediate Similarity	0.7518	NPC474855
Intermediate Similarity	0.7518	NPC151706
Intermediate Similarity	0.7518	NPC475598
Intermediate Similarity	0.7518	NPC76785
Intermediate Similarity	0.7518	NPC474811
Intermediate Similarity	0.7518	NPC475318
Intermediate Similarity	0.7518	NPC476102
Intermediate Similarity	0.7518	NPC273907
Intermediate Similarity	0.7518	NPC118099
Intermediate Similarity	0.7518	NPC9687
Intermediate Similarity	0.7518	NPC474787
Intermediate Similarity	0.7518	NPC49577
Intermediate Similarity	0.7518	NPC79465
Intermediate Similarity	0.7518	NPC260045
Intermediate Similarity	0.7518	NPC90194
Intermediate Similarity	0.7518	NPC293377
Intermediate Similarity	0.75	NPC4974
Intermediate Similarity	0.7407	NPC26285
Intermediate Similarity	0.7377	NPC210529
Intermediate Similarity	0.7377	NPC175852
Intermediate Similarity	0.7377	NPC160548
Intermediate Similarity	0.7319	NPC136453
Intermediate Similarity	0.7299	NPC471466
Intermediate Similarity	0.7266	NPC152850
Intermediate Similarity	0.7266	NPC105114
Intermediate Similarity	0.7266	NPC89923
Intermediate Similarity	0.7266	NPC210950
Intermediate Similarity	0.7266	NPC239990
Intermediate Similarity	0.7266	NPC71933
Intermediate Similarity	0.7266	NPC199738
Intermediate Similarity	0.7259	NPC80150
Intermediate Similarity	0.7259	NPC190663
Intermediate Similarity	0.7258	NPC316797
Intermediate Similarity	0.7231	NPC158282
Intermediate Similarity	0.7222	NPC127741
Intermediate Similarity	0.7183	NPC45191
Intermediate Similarity	0.7174	NPC307020
Intermediate Similarity	0.7172	NPC316906
Intermediate Similarity	0.7153	NPC160493
Intermediate Similarity	0.712	NPC228400
Intermediate Similarity	0.712	NPC214200
Intermediate Similarity	0.7113	NPC157311
Intermediate Similarity	0.709	NPC212891
Intermediate Similarity	0.708	NPC476184
Intermediate Similarity	0.708	NPC476281
Intermediate Similarity	0.7063	NPC8761
Intermediate Similarity	0.7063	NPC44805
Intermediate Similarity	0.7055	NPC281104
Intermediate Similarity	0.705	NPC14141
Intermediate Similarity	0.7027	NPC251439
Intermediate Similarity	0.7007	NPC476183
Intermediate Similarity	0.7	NPC281604
Intermediate Similarity	0.7	NPC57607
Remote Similarity	0.6993	NPC162104
Remote Similarity	0.6992	NPC172525
Remote Similarity	0.6986	NPC68865
Remote Similarity	0.6981	NPC158900
Remote Similarity	0.6978	NPC476278
Remote Similarity	0.6972	NPC81092
Remote Similarity	0.6972	NPC213969
Remote Similarity	0.6972	NPC165726
Remote Similarity	0.6972	NPC103605
Remote Similarity	0.6972	NPC469666
Remote Similarity	0.697	NPC234376
Remote Similarity	0.6953	NPC249067
Remote Similarity	0.6944	NPC257390
Remote Similarity	0.6929	NPC476260
Remote Similarity	0.6929	NPC476241
Remote Similarity	0.6923	NPC301857
Remote Similarity	0.6923	NPC156648
Remote Similarity	0.6918	NPC471053
Remote Similarity	0.6918	NPC471051
Remote Similarity	0.6918	NPC471052
Remote Similarity	0.6917	NPC265002
Remote Similarity	0.6917	NPC48525
Remote Similarity	0.6912	NPC45794
Remote Similarity	0.6901	NPC305717
Remote Similarity	0.6894	NPC95126
Remote Similarity	0.6894	NPC475002
Remote Similarity	0.689	NPC26108
Remote Similarity	0.689	NPC473354
Remote Similarity	0.6885	NPC317645
Remote Similarity	0.6884	NPC280827
Remote Similarity	0.6884	NPC243059
Remote Similarity	0.6879	NPC476125
Remote Similarity	0.6879	NPC476179
Remote Similarity	0.6879	NPC295664
Remote Similarity	0.6871	NPC6570
Remote Similarity	0.6861	NPC237420
Remote Similarity	0.6861	NPC310467
Remote Similarity	0.686	NPC9822
Remote Similarity	0.6857	NPC108286
Remote Similarity	0.6853	NPC296712
Remote Similarity	0.6853	NPC472707
Remote Similarity	0.6848	NPC129624
Remote Similarity	0.6846	NPC136962
Remote Similarity	0.6842	NPC145113
Remote Similarity	0.6842	NPC135121
Remote Similarity	0.6835	NPC56634
Remote Similarity	0.6829	NPC273755
Remote Similarity	0.6829	NPC306804
Remote Similarity	0.6829	NPC137627
Remote Similarity	0.6825	NPC322598
Remote Similarity	0.6821	NPC473922
Remote Similarity	0.6821	NPC209509
Remote Similarity	0.6818	NPC24777
Remote Similarity	0.6815	NPC469509
Remote Similarity	0.6815	NPC221275
Remote Similarity	0.6809	NPC236981
Remote Similarity	0.6806	NPC217431
Remote Similarity	0.6805	NPC471050
Remote Similarity	0.6805	NPC471049
Remote Similarity	0.6805	NPC471048
Remote Similarity	0.6803	NPC473360
Remote Similarity	0.68	NPC161069
Remote Similarity	0.6797	NPC327226
Remote Similarity	0.6791	NPC128368
Remote Similarity	0.679	NPC107938
Remote Similarity	0.679	NPC294516
Remote Similarity	0.6788	NPC76308
Remote Similarity	0.6788	NPC279871
Remote Similarity	0.6788	NPC325295
Remote Similarity	0.6788	NPC159767
Remote Similarity	0.6788	NPC476227
Remote Similarity	0.6788	NPC155506
Remote Similarity	0.6788	NPC169328
Remote Similarity	0.6786	NPC329816
Remote Similarity	0.6786	NPC142577
Remote Similarity	0.6783	NPC476353
Remote Similarity	0.6781	NPC108553
Remote Similarity	0.6779	NPC307357
Remote Similarity	0.6779	NPC46098
Remote Similarity	0.6779	NPC268841
Remote Similarity	0.6772	NPC56635
Remote Similarity	0.6769	NPC167336
Remote Similarity	0.6769	NPC105899
Remote Similarity	0.6769	NPC269457
Remote Similarity	0.6769	NPC476198
Remote Similarity	0.6767	NPC476003
Remote Similarity	0.6757	NPC478140
Remote Similarity	0.6753	NPC94602
Remote Similarity	0.6753	NPC132771
Remote Similarity	0.6747	NPC50016
Remote Similarity	0.6746	NPC289201
Remote Similarity	0.6744	NPC255676
Remote Similarity	0.6742	NPC31274
Remote Similarity	0.6741	NPC1986
Remote Similarity	0.6741	NPC474544
Remote Similarity	0.6741	NPC474363
Remote Similarity	0.6738	NPC469927
Remote Similarity	0.6738	NPC35996
Remote Similarity	0.6736	NPC17374
Remote Similarity	0.6733	NPC150712
Remote Similarity	0.6733	NPC263493
Remote Similarity	0.6733	NPC269398
Remote Similarity	0.6732	NPC225648
Remote Similarity	0.6732	NPC329761
Remote Similarity	0.672	NPC206764
Remote Similarity	0.6719	NPC469481
Remote Similarity	0.6718	NPC474376
Remote Similarity	0.6718	NPC475203
Remote Similarity	0.6718	NPC472316
Remote Similarity	0.6718	NPC472315
Remote Similarity	0.6716	NPC471188
Remote Similarity	0.6716	NPC269340
Remote Similarity	0.6715	NPC242764
Remote Similarity	0.6715	NPC105141
Remote Similarity	0.6713	NPC275576
Remote Similarity	0.6713	NPC79608
Remote Similarity	0.6712	NPC246913
Remote Similarity	0.6712	NPC275538
Remote Similarity	0.6711	NPC201244
Remote Similarity	0.6711	NPC477217
Remote Similarity	0.6707	NPC474858
Remote Similarity	0.6707	NPC40234
Remote Similarity	0.6706	NPC294951
Remote Similarity	0.6692	NPC171831
Remote Similarity	0.6692	NPC147000
Remote Similarity	0.6692	NPC150254
Remote Similarity	0.6692	NPC242913
Remote Similarity	0.6692	NPC280616
Remote Similarity	0.6692	NPC226778
Remote Similarity	0.6692	NPC326187
Remote Similarity	0.6692	NPC304761

Drug Structure

NPD5201 OpenBabel08211706322D 28 29 0 0 1 0 0 0 0 0999 V2000 0.5000 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9314 -2.3335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4659 -0.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1888 -2.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1888 -5.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6888 -1.8587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6888 -3.5908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0549 -5.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3228 -5.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5908 -3.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6888 -1.8587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6888 -3.5908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0549 -4.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3228 -4.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4568 -2.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7247 -2.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5908 -1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1888 -2.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1888 -3.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4568 -1.7247 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.1888 -1.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1888 -2.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7247 -1.7247 0.0000 N 0 3 3 0 0 0 0 0 0 0 0 0 6.0549 -1.2247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1888 -2.7247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3228 -1.2247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1355 -2.9038 0.0000 Br 0 5 0 0 0 0 0 0 0 0 0 0 3.6888 -3.5908 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 15 1 0 0 0 0 10 16 1 0 0 0 0 11 18 2 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 23 1 0 0 0 0 17 20 1 0 0 0 0 17 23 1 0 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 20 26 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 28 1 0 0 0 0 M CHG 2 23 1 27 -1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	354.21
ALogP	-2.4284
MLogP	3.44
XLogP	5.438
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	46.53
RO5 Violation	1