NPASS drugs

Drug Information

Drug ID:	NPD4093
Drug Name:	A-75169
Molecular Formula:	C20H25NO
Canonical SMILES:	CN(CC1CCCc2c1ccc(c2)O)CCc1ccccc1
Standard InCHI:	InChI=1S/C20H25NO/c1-21(13-12-16-6-3-2-4-7-16)15-18-9-5-8-17-14-19(22)10-11-20(17)18/h2-4,6-7,10-11,14,18,22H,5,8-9,12-13,15H2,1H3
Standard InCHIKey:	FIRFZYNEZAFKPJ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4093

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	149
0.1-0.2	1007
0.2-0.3	2872
0.3-0.4	8107
0.4-0.5	5497
0.5-0.6	8840
0.6-0.7	3681
0.7-0.8	706
0.8-0.85	22
0.85-0.9	6
0.9-0.95	3
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	0.9098	NPC126859
High Similarity	0.9098	NPC89769
High Similarity	0.9098	NPC259665
High Similarity	0.8934	NPC268763
High Similarity	0.8934	NPC66177
High Similarity	0.8934	NPC8305
High Similarity	0.8862	NPC124802
High Similarity	0.8673	NPC11554
High Similarity	0.8504	NPC149379
Intermediate Similarity	0.8378	NPC155847
Intermediate Similarity	0.8378	NPC289381
Intermediate Similarity	0.8306	NPC307020
Intermediate Similarity	0.8305	NPC715
Intermediate Similarity	0.8291	NPC95716
Intermediate Similarity	0.8291	NPC322753
Intermediate Similarity	0.8235	NPC195922
Intermediate Similarity	0.822	NPC46940
Intermediate Similarity	0.8205	NPC141782
Intermediate Similarity	0.8205	NPC13482
Intermediate Similarity	0.8174	NPC271274
Intermediate Similarity	0.8136	NPC260323
Intermediate Similarity	0.8136	NPC176279
Intermediate Similarity	0.813	NPC321133
Intermediate Similarity	0.812	NPC58865
Intermediate Similarity	0.8103	NPC151477
Intermediate Similarity	0.8067	NPC250323
Intermediate Similarity	0.8051	NPC474149
Intermediate Similarity	0.8036	NPC32674
Intermediate Similarity	0.8034	NPC96224
Intermediate Similarity	0.8034	NPC24101
Intermediate Similarity	0.8015	NPC325568
Intermediate Similarity	0.7966	NPC314187
Intermediate Similarity	0.7946	NPC292730
Intermediate Similarity	0.7946	NPC216520
Intermediate Similarity	0.7946	NPC473388
Intermediate Similarity	0.7946	NPC132271
Intermediate Similarity	0.7946	NPC82664
Intermediate Similarity	0.7934	NPC268160
Intermediate Similarity	0.7931	NPC117115
Intermediate Similarity	0.7928	NPC76938
Intermediate Similarity	0.7903	NPC268572
Intermediate Similarity	0.7895	NPC211885
Intermediate Similarity	0.7886	NPC283468
Intermediate Similarity	0.7881	NPC153690
Intermediate Similarity	0.7876	NPC225464
Intermediate Similarity	0.7869	NPC35797
Intermediate Similarity	0.7869	NPC192948
Intermediate Similarity	0.7869	NPC147179
Intermediate Similarity	0.7863	NPC21594
Intermediate Similarity	0.7863	NPC231705
Intermediate Similarity	0.7857	NPC32714
Intermediate Similarity	0.7857	NPC26244
Intermediate Similarity	0.7857	NPC274678
Intermediate Similarity	0.7852	NPC219233
Intermediate Similarity	0.7852	NPC211468
Intermediate Similarity	0.7852	NPC170170
Intermediate Similarity	0.7851	NPC321589
Intermediate Similarity	0.7851	NPC322239
Intermediate Similarity	0.7845	NPC254965
Intermediate Similarity	0.7845	NPC327811
Intermediate Similarity	0.7833	NPC77772
Intermediate Similarity	0.7833	NPC151537
Intermediate Similarity	0.7826	NPC51015
Intermediate Similarity	0.7823	NPC164649
Intermediate Similarity	0.7823	NPC48342
Intermediate Similarity	0.7823	NPC122009
Intermediate Similarity	0.7815	NPC228343
Intermediate Similarity	0.7815	NPC254833
Intermediate Similarity	0.7815	NPC258056
Intermediate Similarity	0.7807	NPC92730
Intermediate Similarity	0.7805	NPC38893
Intermediate Similarity	0.7805	NPC477137
Intermediate Similarity	0.7805	NPC82963
Intermediate Similarity	0.7805	NPC471668
Intermediate Similarity	0.7805	NPC308828
Intermediate Similarity	0.7805	NPC308311
Intermediate Similarity	0.7805	NPC219112
Intermediate Similarity	0.7797	NPC142297
Intermediate Similarity	0.7794	NPC323123
Intermediate Similarity	0.7787	NPC107240
Intermediate Similarity	0.7778	NPC138942
Intermediate Similarity	0.7778	NPC193528
Intermediate Similarity	0.777	NPC185838
Intermediate Similarity	0.7768	NPC151715
Intermediate Similarity	0.776	NPC42657
Intermediate Similarity	0.7759	NPC168829
Intermediate Similarity	0.7759	NPC68055
Intermediate Similarity	0.7759	NPC178902
Intermediate Similarity	0.775	NPC296683
Intermediate Similarity	0.7748	NPC304541
Intermediate Similarity	0.7742	NPC304510
Intermediate Similarity	0.7742	NPC477136
Intermediate Similarity	0.7742	NPC172219
Intermediate Similarity	0.7742	NPC16030
Intermediate Similarity	0.7742	NPC38458
Intermediate Similarity	0.7742	NPC311737
Intermediate Similarity	0.7742	NPC299180
Intermediate Similarity	0.7724	NPC84999
Intermediate Similarity	0.7724	NPC246760
Intermediate Similarity	0.7719	NPC77492
Intermediate Similarity	0.7719	NPC156313
Intermediate Similarity	0.7698	NPC99734
Intermediate Similarity	0.7698	NPC103916
Intermediate Similarity	0.7698	NPC190501
Intermediate Similarity	0.7698	NPC318552
Intermediate Similarity	0.7692	NPC288411
Intermediate Similarity	0.7692	NPC238696
Intermediate Similarity	0.7692	NPC323810
Intermediate Similarity	0.7686	NPC266937
Intermediate Similarity	0.7686	NPC470770
Intermediate Similarity	0.768	NPC85276
Intermediate Similarity	0.768	NPC471671
Intermediate Similarity	0.768	NPC469609
Intermediate Similarity	0.7679	NPC94139
Intermediate Similarity	0.7679	NPC162314
Intermediate Similarity	0.7679	NPC147284
Intermediate Similarity	0.7679	NPC3358
Intermediate Similarity	0.7679	NPC210497
Intermediate Similarity	0.7679	NPC306884
Intermediate Similarity	0.7661	NPC141001
Intermediate Similarity	0.7661	NPC92
Intermediate Similarity	0.7661	NPC154511
Intermediate Similarity	0.7661	NPC474387
Intermediate Similarity	0.7661	NPC261973
Intermediate Similarity	0.7661	NPC474358
Intermediate Similarity	0.7661	NPC469663
Intermediate Similarity	0.7661	NPC257540
Intermediate Similarity	0.7661	NPC247858
Intermediate Similarity	0.7661	NPC137496
Intermediate Similarity	0.766	NPC179825
Intermediate Similarity	0.766	NPC191376
Intermediate Similarity	0.766	NPC321505
Intermediate Similarity	0.766	NPC476151
Intermediate Similarity	0.7658	NPC192
Intermediate Similarity	0.7652	NPC125732
Intermediate Similarity	0.7647	NPC320439
Intermediate Similarity	0.7642	NPC471534
Intermediate Similarity	0.7642	NPC118202
Intermediate Similarity	0.7642	NPC142599
Intermediate Similarity	0.7639	NPC26601
Intermediate Similarity	0.7638	NPC328504
Intermediate Similarity	0.7632	NPC202986
Intermediate Similarity	0.7627	NPC239291
Intermediate Similarity	0.7623	NPC62867
Intermediate Similarity	0.7623	NPC228425
Intermediate Similarity	0.7623	NPC177962
Intermediate Similarity	0.7619	NPC469644
Intermediate Similarity	0.7619	NPC126002
Intermediate Similarity	0.7619	NPC151197
Intermediate Similarity	0.7619	NPC93071
Intermediate Similarity	0.7615	NPC318965
Intermediate Similarity	0.7611	NPC245187
Intermediate Similarity	0.7611	NPC27323
Intermediate Similarity	0.7611	NPC316301
Intermediate Similarity	0.7609	NPC470925
Intermediate Similarity	0.7606	NPC428
Intermediate Similarity	0.7606	NPC476571
Intermediate Similarity	0.7606	NPC246587
Intermediate Similarity	0.7606	NPC135538
Intermediate Similarity	0.7606	NPC24233
Intermediate Similarity	0.7606	NPC147390
Intermediate Similarity	0.7603	NPC132720
Intermediate Similarity	0.7594	NPC257390
Intermediate Similarity	0.7591	NPC150712
Intermediate Similarity	0.7589	NPC45040
Intermediate Similarity	0.7586	NPC225506
Intermediate Similarity	0.7586	NPC294741
Intermediate Similarity	0.7581	NPC317254
Intermediate Similarity	0.7581	NPC469719
Intermediate Similarity	0.7578	NPC142198
Intermediate Similarity	0.7578	NPC77569
Intermediate Similarity	0.7568	NPC258219
Intermediate Similarity	0.7568	NPC318325
Intermediate Similarity	0.7568	NPC123273
Intermediate Similarity	0.7568	NPC242240
Intermediate Similarity	0.7568	NPC280347
Intermediate Similarity	0.7568	NPC177420
Intermediate Similarity	0.7565	NPC79241
Intermediate Similarity	0.7565	NPC6597
Intermediate Similarity	0.7563	NPC54765
Intermediate Similarity	0.7561	NPC317869
Intermediate Similarity	0.7559	NPC135467
Intermediate Similarity	0.7559	NPC260832
Intermediate Similarity	0.7557	NPC218323
Intermediate Similarity	0.7552	NPC477565
Intermediate Similarity	0.7552	NPC103379
Intermediate Similarity	0.7544	NPC222146
Intermediate Similarity	0.7544	NPC8392
Intermediate Similarity	0.7541	NPC476632
Intermediate Similarity	0.7541	NPC165770
Intermediate Similarity	0.7541	NPC4493
Intermediate Similarity	0.7541	NPC225679
Intermediate Similarity	0.7522	NPC55903
Intermediate Similarity	0.7521	NPC292758
Intermediate Similarity	0.7521	NPC12221
Intermediate Similarity	0.7521	NPC65855
Intermediate Similarity	0.7519	NPC120251
Intermediate Similarity	0.7519	NPC176208
Intermediate Similarity	0.7519	NPC30462
Intermediate Similarity	0.75	NPC132078

Drug Structure

NPD4093 OpenBabel08211704332D 23 25 0 0 1 0 0 0 0 0999 V2000 -0.0000 -3.0000 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 3.4641 -0.0000 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 -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 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 -0.8660 -1.5000 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 0.8660 0.5000 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 1.7321 -3.0000 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 -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 -0.8660 0.5000 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 0.0000 2.0000 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 0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 11 1 0 0 0 0 10 19 2 0 0 0 0 11 20 2 0 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 21 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 21 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 22 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014734
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	295.19
ALogP	-0.3421
MLogP	3.44
XLogP	6.27
HDA	1
HBD	1
Rotatable Bonds	7
TPSA	23.47
RO5 Violation	1