NPASS drugs

Drug Information

Drug ID:	NPD5261
Drug Name:
Molecular Formula:	C22H30N2O3
Canonical SMILES:	NCCOc1ccc(cc1OC)CC(=NCCCc1ccc(c(c1)C)C)O
Standard InCHI:	InChI=1S/C22H30N2O3/c1-16-6-7-18(13-17(16)2)5-4-11-24-22(25)15-19-8-9-20(27-12-10-23)21(14-19)26-3/h6-9,13-14H,4-5,10-12,15,23H2,1-3H3,(H,24,25)
Standard InCHIKey:	VVMIHZHLNJMAQP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5261

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	139
0.1-0.2	1016
0.2-0.3	2978
0.3-0.4	9398
0.4-0.5	3517
0.5-0.6	6834
0.6-0.7	5944
0.7-0.8	1053
0.8-0.85	11
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	0.8344	NPC277857
Intermediate Similarity	0.8344	NPC115144
Intermediate Similarity	0.8299	NPC299583
Intermediate Similarity	0.8108	NPC204848
Intermediate Similarity	0.8108	NPC41473
Intermediate Similarity	0.8108	NPC312770
Intermediate Similarity	0.8108	NPC14600
Intermediate Similarity	0.8108	NPC160607
Intermediate Similarity	0.8092	NPC5462
Intermediate Similarity	0.8069	NPC114102
Intermediate Similarity	0.8042	NPC301713
Intermediate Similarity	0.7962	NPC275027
Intermediate Similarity	0.7935	NPC471032
Intermediate Similarity	0.7935	NPC470935
Intermediate Similarity	0.7931	NPC155838
Intermediate Similarity	0.7914	NPC90984
Intermediate Similarity	0.7898	NPC52475
Intermediate Similarity	0.7898	NPC127402
Intermediate Similarity	0.7891	NPC214869
Intermediate Similarity	0.7877	NPC52029
Intermediate Similarity	0.7877	NPC35961
Intermediate Similarity	0.7877	NPC195749
Intermediate Similarity	0.7862	NPC186898
Intermediate Similarity	0.7848	NPC18614
Intermediate Similarity	0.7848	NPC114124
Intermediate Similarity	0.7832	NPC211218
Intermediate Similarity	0.7815	NPC296898
Intermediate Similarity	0.7778	NPC62101
Intermediate Similarity	0.7778	NPC95733
Intermediate Similarity	0.7771	NPC182119
Intermediate Similarity	0.7771	NPC77359
Intermediate Similarity	0.7762	NPC71090
Intermediate Similarity	0.7756	NPC16436
Intermediate Similarity	0.775	NPC107602
Intermediate Similarity	0.7748	NPC254610
Intermediate Similarity	0.774	NPC153990
Intermediate Similarity	0.774	NPC251571
Intermediate Similarity	0.7724	NPC29477
Intermediate Similarity	0.7718	NPC230219
Intermediate Similarity	0.7703	NPC329595
Intermediate Similarity	0.7703	NPC326599
Intermediate Similarity	0.7676	NPC263835
Intermediate Similarity	0.7667	NPC218530
Intermediate Similarity	0.7667	NPC26394
Intermediate Similarity	0.7655	NPC109822
Intermediate Similarity	0.7655	NPC94276
Intermediate Similarity	0.7651	NPC130595
Intermediate Similarity	0.7651	NPC93882
Intermediate Similarity	0.7639	NPC471315
Intermediate Similarity	0.7639	NPC30462
Intermediate Similarity	0.7639	NPC471314
Intermediate Similarity	0.7622	NPC183262
Intermediate Similarity	0.7622	NPC179250
Intermediate Similarity	0.7622	NPC50380
Intermediate Similarity	0.7619	NPC191302
Intermediate Similarity	0.7619	NPC106511
Intermediate Similarity	0.7619	NPC98745
Intermediate Similarity	0.7616	NPC193026
Intermediate Similarity	0.7616	NPC471942
Intermediate Similarity	0.7616	NPC187616
Intermediate Similarity	0.7616	NPC49603
Intermediate Similarity	0.7603	NPC194519
Intermediate Similarity	0.76	NPC228843
Intermediate Similarity	0.76	NPC285078
Intermediate Similarity	0.76	NPC313737
Intermediate Similarity	0.76	NPC6854
Intermediate Similarity	0.759	NPC68328
Intermediate Similarity	0.7589	NPC120075
Intermediate Similarity	0.7586	NPC13020
Intermediate Similarity	0.7586	NPC140359
Intermediate Similarity	0.7576	NPC293871
Intermediate Similarity	0.7576	NPC124433
Intermediate Similarity	0.7564	NPC258083
Intermediate Similarity	0.7551	NPC206882
Intermediate Similarity	0.7551	NPC58607
Intermediate Similarity	0.7551	NPC191037
Intermediate Similarity	0.7551	NPC178284
Intermediate Similarity	0.7548	NPC265075
Intermediate Similarity	0.7547	NPC211296
Intermediate Similarity	0.7547	NPC207824
Intermediate Similarity	0.7547	NPC60538
Intermediate Similarity	0.7535	NPC474040
Intermediate Similarity	0.7534	NPC105513
Intermediate Similarity	0.7534	NPC114901
Intermediate Similarity	0.7534	NPC293701
Intermediate Similarity	0.7534	NPC48990
Intermediate Similarity	0.7533	NPC97870
Intermediate Similarity	0.7533	NPC247018
Intermediate Similarity	0.7533	NPC307123
Intermediate Similarity	0.7532	NPC77572
Intermediate Similarity	0.7532	NPC233980
Intermediate Similarity	0.7532	NPC477837
Intermediate Similarity	0.7532	NPC477838
Intermediate Similarity	0.753	NPC169743
Intermediate Similarity	0.7517	NPC298486
Intermediate Similarity	0.7516	NPC327623
Intermediate Similarity	0.7516	NPC29799
Intermediate Similarity	0.7516	NPC54743
Intermediate Similarity	0.7516	NPC209985
Intermediate Similarity	0.7516	NPC263367
Intermediate Similarity	0.7516	NPC469795
Intermediate Similarity	0.7516	NPC313414
Intermediate Similarity	0.7516	NPC177160
Intermediate Similarity	0.7516	NPC477939
Intermediate Similarity	0.7516	NPC10737
Intermediate Similarity	0.7516	NPC156502
Intermediate Similarity	0.7516	NPC231163
Intermediate Similarity	0.7516	NPC318591
Intermediate Similarity	0.75	NPC292056
Intermediate Similarity	0.75	NPC319625
Intermediate Similarity	0.75	NPC41706
Intermediate Similarity	0.75	NPC163332
Intermediate Similarity	0.75	NPC183181
Intermediate Similarity	0.75	NPC147821
Intermediate Similarity	0.75	NPC21563
Intermediate Similarity	0.75	NPC474119
Intermediate Similarity	0.75	NPC22014
Intermediate Similarity	0.75	NPC111247
Intermediate Similarity	0.75	NPC329837
Intermediate Similarity	0.75	NPC311256
Intermediate Similarity	0.75	NPC118787
Intermediate Similarity	0.7484	NPC474397
Intermediate Similarity	0.7484	NPC323204
Intermediate Similarity	0.7483	NPC29008
Intermediate Similarity	0.7483	NPC266705
Intermediate Similarity	0.7483	NPC189482
Intermediate Similarity	0.7483	NPC43275
Intermediate Similarity	0.7483	NPC9067
Intermediate Similarity	0.7483	NPC148627
Intermediate Similarity	0.7483	NPC228771
Intermediate Similarity	0.7469	NPC475557
Intermediate Similarity	0.7468	NPC56329
Intermediate Similarity	0.7468	NPC266006
Intermediate Similarity	0.7468	NPC242715
Intermediate Similarity	0.7468	NPC477938
Intermediate Similarity	0.7468	NPC221318
Intermediate Similarity	0.7468	NPC473934
Intermediate Similarity	0.7467	NPC143483
Intermediate Similarity	0.7467	NPC308885
Intermediate Similarity	0.7467	NPC255550
Intermediate Similarity	0.7466	NPC471693
Intermediate Similarity	0.7453	NPC76213
Intermediate Similarity	0.7453	NPC277669
Intermediate Similarity	0.745	NPC128208
Intermediate Similarity	0.745	NPC11258
Intermediate Similarity	0.745	NPC129570
Intermediate Similarity	0.745	NPC184733
Intermediate Similarity	0.745	NPC246974
Intermediate Similarity	0.745	NPC21867
Intermediate Similarity	0.745	NPC147247
Intermediate Similarity	0.745	NPC282703
Intermediate Similarity	0.745	NPC307050
Intermediate Similarity	0.745	NPC277458
Intermediate Similarity	0.745	NPC470084
Intermediate Similarity	0.745	NPC45774
Intermediate Similarity	0.745	NPC472968
Intermediate Similarity	0.7448	NPC312713
Intermediate Similarity	0.7448	NPC65933
Intermediate Similarity	0.7448	NPC216929
Intermediate Similarity	0.7448	NPC290451
Intermediate Similarity	0.7448	NPC172676
Intermediate Similarity	0.7448	NPC126935
Intermediate Similarity	0.7448	NPC57268
Intermediate Similarity	0.7448	NPC127389
Intermediate Similarity	0.744	NPC150879
Intermediate Similarity	0.7439	NPC195766
Intermediate Similarity	0.7439	NPC206736
Intermediate Similarity	0.7439	NPC129603
Intermediate Similarity	0.7436	NPC222039
Intermediate Similarity	0.7436	NPC100478
Intermediate Similarity	0.7432	NPC470724
Intermediate Similarity	0.7419	NPC260741
Intermediate Similarity	0.7419	NPC220344
Intermediate Similarity	0.7419	NPC212850
Intermediate Similarity	0.7419	NPC70682
Intermediate Similarity	0.7419	NPC189724
Intermediate Similarity	0.7419	NPC243996
Intermediate Similarity	0.7419	NPC132804
Intermediate Similarity	0.7419	NPC32630
Intermediate Similarity	0.7419	NPC83289
Intermediate Similarity	0.7419	NPC275061
Intermediate Similarity	0.7417	NPC471983
Intermediate Similarity	0.7417	NPC149337
Intermediate Similarity	0.7417	NPC471953
Intermediate Similarity	0.7413	NPC474214
Intermediate Similarity	0.7412	NPC231371
Intermediate Similarity	0.741	NPC60186
Intermediate Similarity	0.7407	NPC26601
Intermediate Similarity	0.7405	NPC145304
Intermediate Similarity	0.7405	NPC473845
Intermediate Similarity	0.7405	NPC473108
Intermediate Similarity	0.7405	NPC50250
Intermediate Similarity	0.7403	NPC30632
Intermediate Similarity	0.74	NPC470706
Intermediate Similarity	0.74	NPC210623
Intermediate Similarity	0.74	NPC285339
Intermediate Similarity	0.74	NPC202582
Intermediate Similarity	0.74	NPC190629
Intermediate Similarity	0.74	NPC218856
Intermediate Similarity	0.74	NPC5851

Drug Structure

NPD5261 OpenBabel08211706322D 30 31 0 0 0 0 0 0 0 0999 V2000 -6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 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 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 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 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 -5.1962 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 -7.7942 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 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 -0.0000 1.0000 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 N 0 0 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 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 26 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 18 1 0 0 0 0 6 7 1 0 0 0 0 6 16 2 0 0 0 0 7 18 2 0 0 0 0 8 9 2 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 23 1 0 0 0 0 11 24 1 0 0 0 0 12 27 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 14 21 1 0 0 0 0 15 19 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 20 21 2 0 0 0 0 20 27 1 0 0 0 0 21 26 1 0 0 0 0 22 24 2 3 0 0 0 22 25 1 0 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000763
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	177287
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.23
ALogP	-0.1336
MLogP	3.33
XLogP	5.472
HDA	3
HBD	2
Rotatable Bonds	15
TPSA	77.07
RO5 Violation	1