NPASS drugs

Drug Information

Drug ID:	NPD5202
Drug Name:
Molecular Formula:	C22H28NO3
Canonical SMILES:	O=C(C(c1ccccc1)(c1ccccc1)O)OCC1CCCC[N+]1(C)C
Standard InCHI:	InChI=1S/C22H28NO3/c1-23(2)16-10-9-15-20(23)17-26-21(24)22(25,18-11-5-3-6-12-18)19-13-7-4-8-14-19/h3-8,11-14,20,25H,9-10,15-17H2,1-2H3/q+1
Standard InCHIKey:	UHUMRJKDOOEQIG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5202

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	92
0.1-0.2	477
0.2-0.3	1337
0.3-0.4	4373
0.4-0.5	10347
0.5-0.6	12246
0.6-0.7	1934
0.7-0.8	80
0.8-0.85	3
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	0.8819	NPC65310
Intermediate Similarity	0.8092	NPC285394
Intermediate Similarity	0.803	NPC474847
Intermediate Similarity	0.8015	NPC313663
Intermediate Similarity	0.7939	NPC84281
Intermediate Similarity	0.7939	NPC213126
Intermediate Similarity	0.7939	NPC169485
Intermediate Similarity	0.7939	NPC291027
Intermediate Similarity	0.7939	NPC317474
Intermediate Similarity	0.7903	NPC65855
Intermediate Similarity	0.7903	NPC292758
Intermediate Similarity	0.7794	NPC69496
Intermediate Similarity	0.7761	NPC4974
Intermediate Similarity	0.776	NPC158854
Intermediate Similarity	0.7754	NPC233910
Intermediate Similarity	0.7754	NPC245836
Intermediate Similarity	0.7643	NPC475318
Intermediate Similarity	0.7643	NPC49577
Intermediate Similarity	0.7643	NPC151706
Intermediate Similarity	0.7643	NPC474811
Intermediate Similarity	0.7643	NPC474855
Intermediate Similarity	0.7643	NPC90194
Intermediate Similarity	0.7643	NPC260045
Intermediate Similarity	0.7643	NPC476102
Intermediate Similarity	0.7643	NPC273907
Intermediate Similarity	0.7643	NPC9687
Intermediate Similarity	0.7643	NPC79465
Intermediate Similarity	0.7643	NPC474787
Intermediate Similarity	0.7643	NPC76785
Intermediate Similarity	0.7643	NPC475598
Intermediate Similarity	0.7643	NPC118099
Intermediate Similarity	0.7643	NPC293377
Intermediate Similarity	0.7561	NPC160382
Intermediate Similarity	0.7537	NPC26285
Intermediate Similarity	0.7518	NPC199738
Intermediate Similarity	0.7518	NPC210950
Intermediate Similarity	0.7445	NPC136453
Intermediate Similarity	0.7429	NPC45191
Intermediate Similarity	0.7391	NPC71933
Intermediate Similarity	0.7391	NPC89923
Intermediate Similarity	0.7391	NPC105114
Intermediate Similarity	0.7391	NPC152850
Intermediate Similarity	0.7391	NPC239990
Intermediate Similarity	0.7388	NPC190663
Intermediate Similarity	0.7388	NPC80150
Intermediate Similarity	0.7343	NPC127741
Intermediate Similarity	0.7299	NPC307020
Intermediate Similarity	0.7279	NPC160493
Intermediate Similarity	0.7258	NPC214200
Intermediate Similarity	0.7258	NPC228400
Intermediate Similarity	0.7236	NPC175852
Intermediate Similarity	0.7236	NPC210529
Intermediate Similarity	0.7236	NPC160548
Intermediate Similarity	0.7234	NPC157311
Intermediate Similarity	0.7206	NPC476184
Intermediate Similarity	0.7206	NPC476281
Intermediate Similarity	0.7183	NPC8761
Intermediate Similarity	0.7183	NPC44805
Intermediate Similarity	0.7183	NPC257390
Intermediate Similarity	0.7174	NPC471466
Intermediate Similarity	0.7172	NPC316906
Intermediate Similarity	0.7172	NPC281104
Intermediate Similarity	0.7143	NPC251439
Intermediate Similarity	0.7143	NPC305717
Intermediate Similarity	0.7132	NPC476183
Intermediate Similarity	0.712	NPC316797
Intermediate Similarity	0.7103	NPC68865
Intermediate Similarity	0.7101	NPC476278
Intermediate Similarity	0.7099	NPC158282
Intermediate Similarity	0.7097	NPC322598
Intermediate Similarity	0.7092	NPC469666
Intermediate Similarity	0.7092	NPC296712
Intermediate Similarity	0.709	NPC212891
Intermediate Similarity	0.708	NPC56634
Intermediate Similarity	0.705	NPC14141
Intermediate Similarity	0.705	NPC476260
Intermediate Similarity	0.705	NPC476241
Intermediate Similarity	0.7031	NPC167336
Intermediate Similarity	0.7031	NPC476198
Intermediate Similarity	0.7029	NPC142577
Intermediate Similarity	0.7021	NPC476353
Intermediate Similarity	0.7	NPC476179
Intermediate Similarity	0.7	NPC281604
Intermediate Similarity	0.7	NPC476125
Remote Similarity	0.6993	NPC162104
Remote Similarity	0.6986	NPC6570
Remote Similarity	0.6985	NPC237420
Remote Similarity	0.6985	NPC310467
Remote Similarity	0.6981	NPC158900
Remote Similarity	0.6954	NPC145113
Remote Similarity	0.6954	NPC135121
Remote Similarity	0.6947	NPC24777
Remote Similarity	0.6944	NPC246913
Remote Similarity	0.6933	NPC209509
Remote Similarity	0.6933	NPC473922
Remote Similarity	0.6923	NPC156648
Remote Similarity	0.6918	NPC471053
Remote Similarity	0.6918	NPC471051
Remote Similarity	0.6918	NPC471052
Remote Similarity	0.6913	NPC161069
Remote Similarity	0.6912	NPC169328
Remote Similarity	0.6912	NPC45794
Remote Similarity	0.6899	NPC67043
Remote Similarity	0.6899	NPC211551
Remote Similarity	0.6897	NPC244866
Remote Similarity	0.6894	NPC472115
Remote Similarity	0.6894	NPC95126
Remote Similarity	0.6894	NPC472114
Remote Similarity	0.6894	NPC475002
Remote Similarity	0.6892	NPC46098
Remote Similarity	0.6892	NPC268841
Remote Similarity	0.6892	NPC307357
Remote Similarity	0.689	NPC26108
Remote Similarity	0.689	NPC473354
Remote Similarity	0.6886	NPC329816
Remote Similarity	0.6884	NPC243059
Remote Similarity	0.6884	NPC280827
Remote Similarity	0.6879	NPC56635
Remote Similarity	0.6879	NPC57607
Remote Similarity	0.6879	NPC295664
Remote Similarity	0.6866	NPC172525
Remote Similarity	0.6863	NPC94602
Remote Similarity	0.6863	NPC132771
Remote Similarity	0.686	NPC9822
Remote Similarity	0.6857	NPC35996
Remote Similarity	0.6853	NPC213969
Remote Similarity	0.6853	NPC81092
Remote Similarity	0.6853	NPC103605
Remote Similarity	0.6853	NPC165726
Remote Similarity	0.6849	NPC474473
Remote Similarity	0.6846	NPC269398
Remote Similarity	0.6846	NPC263493
Remote Similarity	0.6842	NPC234376
Remote Similarity	0.6842	NPC225648
Remote Similarity	0.6842	NPC269340
Remote Similarity	0.6842	NPC329761
Remote Similarity	0.6829	NPC273755
Remote Similarity	0.6829	NPC306804
Remote Similarity	0.6829	NPC137627
Remote Similarity	0.6824	NPC77992
Remote Similarity	0.6822	NPC249067
Remote Similarity	0.6822	NPC147000
Remote Similarity	0.6822	NPC304761
Remote Similarity	0.6822	NPC226778
Remote Similarity	0.6822	NPC150254
Remote Similarity	0.6821	NPC201244
Remote Similarity	0.6821	NPC477217
Remote Similarity	0.6815	NPC469509
Remote Similarity	0.6815	NPC221275
Remote Similarity	0.6812	NPC319950
Remote Similarity	0.681	NPC474858
Remote Similarity	0.6806	NPC325651
Remote Similarity	0.6806	NPC301857
Remote Similarity	0.6806	NPC217431
Remote Similarity	0.6805	NPC471049
Remote Similarity	0.6805	NPC471048
Remote Similarity	0.6805	NPC471050
Remote Similarity	0.6803	NPC473360
Remote Similarity	0.68	NPC139326
Remote Similarity	0.6797	NPC105717
Remote Similarity	0.6791	NPC265002
Remote Similarity	0.6791	NPC48525
Remote Similarity	0.679	NPC294516
Remote Similarity	0.679	NPC107938
Remote Similarity	0.6788	NPC76308
Remote Similarity	0.6788	NPC325295
Remote Similarity	0.6788	NPC155506
Remote Similarity	0.6788	NPC159767
Remote Similarity	0.6788	NPC279871
Remote Similarity	0.6788	NPC476227
Remote Similarity	0.6786	NPC474862
Remote Similarity	0.6781	NPC470392
Remote Similarity	0.6776	NPC81026
Remote Similarity	0.6776	NPC262077
Remote Similarity	0.6772	NPC12730
Remote Similarity	0.6769	NPC269457
Remote Similarity	0.6769	NPC105899
Remote Similarity	0.6768	NPC89831
Remote Similarity	0.6767	NPC319579
Remote Similarity	0.6761	NPC47667
Remote Similarity	0.6757	NPC6913
Remote Similarity	0.6757	NPC478140
Remote Similarity	0.6757	NPC43755
Remote Similarity	0.6757	NPC109580
Remote Similarity	0.6755	NPC475128
Remote Similarity	0.6755	NPC204546
Remote Similarity	0.6748	NPC317645
Remote Similarity	0.6747	NPC50016
Remote Similarity	0.6747	NPC129624
Remote Similarity	0.6744	NPC255676
Remote Similarity	0.6742	NPC31274
Remote Similarity	0.6741	NPC1986
Remote Similarity	0.6741	NPC474544
Remote Similarity	0.6738	NPC108286
Remote Similarity	0.6736	NPC472707
Remote Similarity	0.6733	NPC150712
Remote Similarity	0.6732	NPC138775
Remote Similarity	0.6718	NPC136962
Remote Similarity	0.6715	NPC281686
Remote Similarity	0.6715	NPC188867

Drug Structure

NPD5202 OpenBabel08211706322D 27 29 0 0 1 0 0 0 0 0999 V2000 0.2588 0.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7934 -0.6088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0981 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0981 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 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 -0.8660 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 3.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 3 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 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0981 -3.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 10 1 0 0 0 0 9 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 26 1 0 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 20 23 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 CHG 1 23 1 M END $$$$

External Identifiers

TTD	DNCL002662
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	31799
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.21
ALogP	-2.9668
MLogP	3.44
XLogP	5.373
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	46.53
RO5 Violation	1