NPASS drugs

Drug Information

Drug ID:	NPD5604
Drug Name:	F-3796
Molecular Formula:	C23H27N3O3S
Canonical SMILES:	SC(=NCCC1CCN(CC1)Cc1ccccc1)N=C(c1ccc2c(c1)OCO2)O
Standard InCHI:	InChI=1S/C23H27N3O3S/c27-22(19-6-7-20-21(14-19)29-16-28-20)25-23(30)24-11-8-17-9-12-26(13-10-17)15-18-4-2-1-3-5-18/h1-7,14,17H,8-13,15-16H2,(H2,24,25,27,30)
Standard InCHIKey:	OPLHGJDLBDRUTM-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5604

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	205
0.1-0.2	1158
0.2-0.3	5146
0.3-0.4	7730
0.4-0.5	4664
0.5-0.6	8693
0.6-0.7	2869
0.7-0.8	424
0.8-0.85	0
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	0.8533	NPC254610
Intermediate Similarity	0.7949	NPC77572
Intermediate Similarity	0.7871	NPC416184
Intermediate Similarity	0.7849	NPC228040
Intermediate Similarity	0.7829	NPC470706
Intermediate Similarity	0.7778	NPC475959
Intermediate Similarity	0.7748	NPC251466
Intermediate Similarity	0.7746	NPC2314
Intermediate Similarity	0.7697	NPC191302
Intermediate Similarity	0.7697	NPC471073
Intermediate Similarity	0.7697	NPC270811
Intermediate Similarity	0.7697	NPC99798
Intermediate Similarity	0.7697	NPC157740
Intermediate Similarity	0.7682	NPC152186
Intermediate Similarity	0.7682	NPC182147
Intermediate Similarity	0.7682	NPC246133
Intermediate Similarity	0.7682	NPC71105
Intermediate Similarity	0.7682	NPC170583
Intermediate Similarity	0.7682	NPC207541
Intermediate Similarity	0.7679	NPC111485
Intermediate Similarity	0.7647	NPC320104
Intermediate Similarity	0.7647	NPC246974
Intermediate Similarity	0.7647	NPC147247
Intermediate Similarity	0.7643	NPC7018
Intermediate Similarity	0.7632	NPC156944
Intermediate Similarity	0.763	NPC474475
Intermediate Similarity	0.7616	NPC190332
Intermediate Similarity	0.7616	NPC300955
Intermediate Similarity	0.7616	NPC181653
Intermediate Similarity	0.7616	NPC100566
Intermediate Similarity	0.7614	NPC114364
Intermediate Similarity	0.7614	NPC320223
Intermediate Similarity	0.7602	NPC238530
Intermediate Similarity	0.7602	NPC232514
Intermediate Similarity	0.7602	NPC276944
Intermediate Similarity	0.7595	NPC193528
Intermediate Similarity	0.7593	NPC185838
Intermediate Similarity	0.7586	NPC225597
Intermediate Similarity	0.7586	NPC477640
Intermediate Similarity	0.7586	NPC470739
Intermediate Similarity	0.7582	NPC41331
Intermediate Similarity	0.7582	NPC291449
Intermediate Similarity	0.7572	NPC58766
Intermediate Similarity	0.7572	NPC475686
Intermediate Similarity	0.756	NPC146288
Intermediate Similarity	0.7558	NPC219341
Intermediate Similarity	0.7532	NPC469977
Intermediate Similarity	0.7529	NPC215829
Intermediate Similarity	0.7529	NPC97072
Intermediate Similarity	0.7516	NPC301713
Intermediate Similarity	0.7514	NPC148693
Intermediate Similarity	0.7514	NPC118633
Intermediate Similarity	0.7514	NPC247389
Intermediate Similarity	0.7514	NPC294790
Intermediate Similarity	0.7514	NPC298979
Intermediate Similarity	0.75	NPC187678
Intermediate Similarity	0.75	NPC225774
Intermediate Similarity	0.75	NPC41178
Intermediate Similarity	0.75	NPC476151
Intermediate Similarity	0.75	NPC128560
Intermediate Similarity	0.75	NPC138487
Intermediate Similarity	0.75	NPC191376
Intermediate Similarity	0.75	NPC321505
Intermediate Similarity	0.75	NPC216459
Intermediate Similarity	0.75	NPC199465
Intermediate Similarity	0.75	NPC179825
Intermediate Similarity	0.75	NPC76079
Intermediate Similarity	0.75	NPC93593
Intermediate Similarity	0.75	NPC229166
Intermediate Similarity	0.7486	NPC248642
Intermediate Similarity	0.7485	NPC210148
Intermediate Similarity	0.7485	NPC275027
Intermediate Similarity	0.7485	NPC233029
Intermediate Similarity	0.7485	NPC26601
Intermediate Similarity	0.7484	NPC252107
Intermediate Similarity	0.7484	NPC470707
Intermediate Similarity	0.7472	NPC126284
Intermediate Similarity	0.7471	NPC82533
Intermediate Similarity	0.7471	NPC290759
Intermediate Similarity	0.7471	NPC66573
Intermediate Similarity	0.7471	NPC266176
Intermediate Similarity	0.7471	NPC158148
Intermediate Similarity	0.7468	NPC251454
Intermediate Similarity	0.7468	NPC205178
Intermediate Similarity	0.7468	NPC277042
Intermediate Similarity	0.7468	NPC136330
Intermediate Similarity	0.7468	NPC196609
Intermediate Similarity	0.7468	NPC230698
Intermediate Similarity	0.7468	NPC73883
Intermediate Similarity	0.7468	NPC255817
Intermediate Similarity	0.7468	NPC172403
Intermediate Similarity	0.7457	NPC476432
Intermediate Similarity	0.7457	NPC24264
Intermediate Similarity	0.7456	NPC234392
Intermediate Similarity	0.7456	NPC31311
Intermediate Similarity	0.7455	NPC428
Intermediate Similarity	0.7455	NPC476571
Intermediate Similarity	0.7455	NPC246587
Intermediate Similarity	0.7455	NPC59907
Intermediate Similarity	0.7455	NPC135538
Intermediate Similarity	0.7455	NPC24233
Intermediate Similarity	0.7455	NPC147390
Intermediate Similarity	0.7455	NPC37144
Intermediate Similarity	0.7444	NPC156576
Intermediate Similarity	0.7438	NPC299583
Intermediate Similarity	0.7436	NPC114102
Intermediate Similarity	0.7436	NPC308885
Intermediate Similarity	0.7436	NPC255550
Intermediate Similarity	0.7429	NPC311991
Intermediate Similarity	0.7427	NPC4304
Intermediate Similarity	0.7425	NPC476568
Intermediate Similarity	0.7421	NPC99078
Intermediate Similarity	0.7419	NPC155838
Intermediate Similarity	0.741	NPC477565
Intermediate Similarity	0.741	NPC103379
Intermediate Similarity	0.7405	NPC167096
Intermediate Similarity	0.7405	NPC218530
Intermediate Similarity	0.7401	NPC477558
Intermediate Similarity	0.7399	NPC302527
Intermediate Similarity	0.7399	NPC167546
Intermediate Similarity	0.7399	NPC16805
Intermediate Similarity	0.7394	NPC16436
Intermediate Similarity	0.7394	NPC115144
Intermediate Similarity	0.7394	NPC277857
Intermediate Similarity	0.7391	NPC298821
Intermediate Similarity	0.7391	NPC314682
Intermediate Similarity	0.7389	NPC130595
Intermediate Similarity	0.7389	NPC93882
Intermediate Similarity	0.7389	NPC214869
Intermediate Similarity	0.7389	NPC118419
Intermediate Similarity	0.7381	NPC223124
Intermediate Similarity	0.7381	NPC148898
Intermediate Similarity	0.7378	NPC5462
Intermediate Similarity	0.7375	NPC14600
Intermediate Similarity	0.7375	NPC312770
Intermediate Similarity	0.7375	NPC204848
Intermediate Similarity	0.7375	NPC41473
Intermediate Similarity	0.7375	NPC160607
Intermediate Similarity	0.7375	NPC220923
Intermediate Similarity	0.7372	NPC52029
Intermediate Similarity	0.7372	NPC35961
Intermediate Similarity	0.7372	NPC195749
Intermediate Similarity	0.7368	NPC216816
Intermediate Similarity	0.7368	NPC69360
Intermediate Similarity	0.7368	NPC59028
Intermediate Similarity	0.7368	NPC92191
Intermediate Similarity	0.7362	NPC178466
Intermediate Similarity	0.7362	NPC63628
Intermediate Similarity	0.736	NPC237044
Intermediate Similarity	0.7358	NPC180647
Intermediate Similarity	0.7356	NPC476002
Intermediate Similarity	0.7355	NPC186898
Intermediate Similarity	0.7349	NPC470935
Intermediate Similarity	0.7349	NPC471032
Intermediate Similarity	0.7348	NPC135772
Intermediate Similarity	0.7346	NPC188163
Intermediate Similarity	0.7346	NPC474915
Intermediate Similarity	0.7346	NPC275150
Intermediate Similarity	0.7346	NPC213206
Intermediate Similarity	0.7346	NPC328750
Intermediate Similarity	0.7342	NPC6854
Intermediate Similarity	0.7342	NPC313737
Intermediate Similarity	0.7342	NPC285078
Intermediate Similarity	0.7329	NPC296898
Intermediate Similarity	0.7326	NPC306902
Intermediate Similarity	0.7326	NPC249274
Intermediate Similarity	0.7326	NPC160298
Intermediate Similarity	0.7326	NPC232924
Intermediate Similarity	0.7326	NPC477559
Intermediate Similarity	0.7326	NPC266753
Intermediate Similarity	0.7321	NPC474560
Intermediate Similarity	0.7318	NPC474325
Intermediate Similarity	0.7314	NPC150879
Intermediate Similarity	0.7314	NPC210918
Intermediate Similarity	0.7312	NPC301050
Intermediate Similarity	0.7312	NPC131204
Intermediate Similarity	0.7305	NPC60538
Intermediate Similarity	0.7305	NPC211296
Intermediate Similarity	0.7305	NPC77359
Intermediate Similarity	0.7305	NPC207824
Intermediate Similarity	0.7303	NPC304675
Intermediate Similarity	0.7303	NPC49353
Intermediate Similarity	0.7301	NPC222039
Intermediate Similarity	0.7301	NPC100478
Intermediate Similarity	0.7299	NPC54125
Intermediate Similarity	0.7299	NPC89199
Intermediate Similarity	0.7296	NPC473463
Intermediate Similarity	0.7294	NPC78733
Intermediate Similarity	0.7293	NPC116284
Intermediate Similarity	0.7293	NPC275132
Intermediate Similarity	0.7289	NPC95075
Intermediate Similarity	0.7289	NPC90844
Intermediate Similarity	0.7289	NPC253883
Intermediate Similarity	0.7283	NPC60186
Intermediate Similarity	0.7278	NPC474745
Intermediate Similarity	0.7278	NPC18614
Intermediate Similarity	0.7273	NPC97282
Intermediate Similarity	0.7267	NPC477080
Intermediate Similarity	0.7267	NPC225745
Intermediate Similarity	0.7263	NPC474470

Drug Structure

NPD5604 OpenBabel08211708292D 32 35 0 0 0 0 0 0 0 0999 V2000 -12.2094 3.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.2094 4.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3434 2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3434 4.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4773 3.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8793 2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0132 4.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 3.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7453 3.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8793 4.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6113 4.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0132 3.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4773 4.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 2.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 1.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.7453 4.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 1.1910 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 0.1910 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 1.6910 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 18 2 0 0 0 0 5 18 1 0 0 0 0 6 7 2 0 0 0 0 6 19 1 0 0 0 0 7 20 1 0 0 0 0 8 11 1 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 10 17 1 0 0 0 0 11 24 1 0 0 0 0 12 26 1 0 0 0 0 13 26 1 0 0 0 0 14 19 2 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 15 26 1 0 0 0 0 16 28 1 0 0 0 0 16 29 1 0 0 0 0 19 22 1 0 0 0 0 20 21 2 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 25 2 3 0 0 0 22 27 1 0 0 0 0 23 24 2 3 0 0 0 23 25 1 0 0 0 0 23 30 1 0 0 0 0 27 31 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005647
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.18
ALogP	-1.3011
MLogP	3.22
XLogP	5.254
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	105.45
RO5 Violation	1