NPASS drugs

Drug Information

Drug ID:	NPD4739
Drug Name:
Molecular Formula:	C21H30N2O8S
Canonical SMILES:	CSCC[C@@H](C(=NCCc1ccc(c(c1)OC(=O)OCC)OC(=O)OCC)O)N=C(O)C
Standard InCHI:	InChI=1S/C21H30N2O8S/c1-5-28-20(26)30-17-8-7-15(13-18(17)31-21(27)29-6-2)9-11-22-19(25)16(10-12-32-4)23-14(3)24/h7-8,13,16H,5-6,9-12H2,1-4H3,(H,22,25)(H,23,24)/t16-/m0/s1
Standard InCHIKey:	ZLVMAMIPILWYHQ-INIZCTEOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4739

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	98
0.1-0.2	917
0.2-0.3	3937
0.3-0.4	9373
0.4-0.5	4260
0.5-0.6	8846
0.6-0.7	3277
0.7-0.8	179
0.8-0.85	3
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	0.8169	NPC191302
Intermediate Similarity	0.8042	NPC153990
Intermediate Similarity	0.8	NPC114102
Intermediate Similarity	0.7972	NPC301713
Intermediate Similarity	0.7945	NPC130595
Intermediate Similarity	0.7945	NPC214869
Intermediate Similarity	0.7945	NPC93882
Intermediate Similarity	0.7931	NPC470706
Intermediate Similarity	0.7917	NPC99798
Intermediate Similarity	0.7917	NPC157740
Intermediate Similarity	0.7891	NPC6854
Intermediate Similarity	0.7891	NPC313737
Intermediate Similarity	0.7891	NPC285078
Intermediate Similarity	0.7862	NPC147247
Intermediate Similarity	0.7862	NPC469977
Intermediate Similarity	0.7862	NPC246974
Intermediate Similarity	0.7847	NPC251466
Intermediate Similarity	0.7847	NPC156944
Intermediate Similarity	0.7838	NPC218530
Intermediate Similarity	0.7838	NPC284855
Intermediate Similarity	0.7838	NPC282477
Intermediate Similarity	0.7808	NPC35961
Intermediate Similarity	0.7808	NPC195749
Intermediate Similarity	0.7808	NPC52029
Intermediate Similarity	0.78	NPC14600
Intermediate Similarity	0.78	NPC41473
Intermediate Similarity	0.78	NPC160607
Intermediate Similarity	0.78	NPC204848
Intermediate Similarity	0.78	NPC312770
Intermediate Similarity	0.7793	NPC41331
Intermediate Similarity	0.7793	NPC291449
Intermediate Similarity	0.7778	NPC246133
Intermediate Similarity	0.7778	NPC207541
Intermediate Similarity	0.7778	NPC152186
Intermediate Similarity	0.7778	NPC71105
Intermediate Similarity	0.7778	NPC170583
Intermediate Similarity	0.7778	NPC182147
Intermediate Similarity	0.7755	NPC308885
Intermediate Similarity	0.7755	NPC255550
Intermediate Similarity	0.7748	NPC299583
Intermediate Similarity	0.774	NPC155838
Intermediate Similarity	0.7718	NPC473463
Intermediate Similarity	0.7708	NPC300955
Intermediate Similarity	0.7682	NPC254610
Intermediate Similarity	0.7671	NPC251571
Intermediate Similarity	0.7671	NPC186898
Intermediate Similarity	0.7595	NPC182119
Intermediate Similarity	0.7584	NPC470392
Intermediate Similarity	0.7582	NPC477837
Intermediate Similarity	0.7582	NPC477838
Intermediate Similarity	0.758	NPC115144
Intermediate Similarity	0.758	NPC277857
Intermediate Similarity	0.7564	NPC5462
Intermediate Similarity	0.7532	NPC275150
Intermediate Similarity	0.75	NPC474953
Intermediate Similarity	0.7484	NPC222039
Intermediate Similarity	0.7484	NPC100478
Intermediate Similarity	0.7483	NPC53596
Intermediate Similarity	0.7483	NPC289330
Intermediate Similarity	0.7483	NPC17388
Intermediate Similarity	0.7483	NPC160120
Intermediate Similarity	0.7483	NPC471308
Intermediate Similarity	0.7468	NPC77572
Intermediate Similarity	0.7419	NPC66518
Intermediate Similarity	0.7405	NPC132771
Intermediate Similarity	0.7403	NPC296898
Intermediate Similarity	0.7397	NPC13020
Intermediate Similarity	0.7397	NPC140359
Intermediate Similarity	0.7394	NPC120075
Intermediate Similarity	0.7342	NPC327623
Intermediate Similarity	0.7329	NPC298486
Intermediate Similarity	0.7329	NPC471315
Intermediate Similarity	0.7329	NPC471314
Intermediate Similarity	0.7325	NPC178466
Intermediate Similarity	0.7325	NPC63628
Intermediate Similarity	0.7301	NPC212699
Intermediate Similarity	0.7301	NPC207675
Intermediate Similarity	0.7292	NPC43275
Intermediate Similarity	0.7285	NPC329595
Intermediate Similarity	0.7285	NPC326599
Intermediate Similarity	0.7284	NPC127402
Intermediate Similarity	0.7266	NPC137685
Intermediate Similarity	0.7261	NPC475698
Intermediate Similarity	0.726	NPC211992
Intermediate Similarity	0.7241	NPC475794
Intermediate Similarity	0.7239	NPC275027
Intermediate Similarity	0.723	NPC95733
Intermediate Similarity	0.723	NPC62101
Intermediate Similarity	0.7229	NPC69360
Intermediate Similarity	0.7226	NPC193528
Intermediate Similarity	0.7226	NPC321285
Intermediate Similarity	0.7219	NPC198741
Intermediate Similarity	0.7215	NPC474553
Intermediate Similarity	0.7208	NPC11147
Intermediate Similarity	0.7208	NPC6570
Intermediate Similarity	0.7205	NPC470935
Intermediate Similarity	0.7205	NPC471032
Intermediate Similarity	0.72	NPC474607
Intermediate Similarity	0.7197	NPC123761
Intermediate Similarity	0.7195	NPC56635
Intermediate Similarity	0.7193	NPC164608
Intermediate Similarity	0.7188	NPC474652
Intermediate Similarity	0.7188	NPC474649
Intermediate Similarity	0.7183	NPC142599
Intermediate Similarity	0.7181	NPC29477
Intermediate Similarity	0.7172	NPC268572
Intermediate Similarity	0.7171	NPC476570
Intermediate Similarity	0.717	NPC136951
Intermediate Similarity	0.717	NPC161155
Intermediate Similarity	0.717	NPC97004
Intermediate Similarity	0.7162	NPC211218
Intermediate Similarity	0.7159	NPC474650
Intermediate Similarity	0.7152	NPC107602
Intermediate Similarity	0.7143	NPC474862
Intermediate Similarity	0.7135	NPC474661
Intermediate Similarity	0.7135	NPC475919
Intermediate Similarity	0.7134	NPC83289
Intermediate Similarity	0.7134	NPC212850
Intermediate Similarity	0.7134	NPC189724
Intermediate Similarity	0.7133	NPC317254
Intermediate Similarity	0.7125	NPC97282
Intermediate Similarity	0.7124	NPC118419
Intermediate Similarity	0.7123	NPC263835
Intermediate Similarity	0.7117	NPC478189
Intermediate Similarity	0.7114	NPC146886
Intermediate Similarity	0.7114	NPC20443
Intermediate Similarity	0.7114	NPC60517
Intermediate Similarity	0.7103	NPC205502
Intermediate Similarity	0.7103	NPC474040
Intermediate Similarity	0.7103	NPC474214
Intermediate Similarity	0.7101	NPC189782
Intermediate Similarity	0.7101	NPC218614
Intermediate Similarity	0.7099	NPC153644
Intermediate Similarity	0.7099	NPC475959
Intermediate Similarity	0.7097	NPC6913
Intermediate Similarity	0.7092	NPC166837
Intermediate Similarity	0.7086	NPC291847
Intermediate Similarity	0.7086	NPC172403
Intermediate Similarity	0.7075	NPC183262
Intermediate Similarity	0.7073	NPC474560
Intermediate Similarity	0.707	NPC36434
Intermediate Similarity	0.7067	NPC280767
Intermediate Similarity	0.7059	NPC80600
Intermediate Similarity	0.7059	NPC54125
Intermediate Similarity	0.7059	NPC472024
Intermediate Similarity	0.7059	NPC89199
Intermediate Similarity	0.7055	NPC24474
Intermediate Similarity	0.7055	NPC474320
Intermediate Similarity	0.7055	NPC69670
Intermediate Similarity	0.7055	NPC311595
Intermediate Similarity	0.7052	NPC477115
Intermediate Similarity	0.7051	NPC231884
Intermediate Similarity	0.7051	NPC416184
Intermediate Similarity	0.7051	NPC42793
Intermediate Similarity	0.7051	NPC167944
Intermediate Similarity	0.7047	NPC249788
Intermediate Similarity	0.7041	NPC50380
Intermediate Similarity	0.7041	NPC179250
Intermediate Similarity	0.7034	NPC164386
Intermediate Similarity	0.7029	NPC32064
Intermediate Similarity	0.7027	NPC114845
Intermediate Similarity	0.7025	NPC298821
Intermediate Similarity	0.7024	NPC329837
Intermediate Similarity	0.7021	NPC31279
Intermediate Similarity	0.702	NPC213711
Intermediate Similarity	0.702	NPC120225
Intermediate Similarity	0.702	NPC274356
Intermediate Similarity	0.702	NPC213552
Intermediate Similarity	0.702	NPC40352
Intermediate Similarity	0.7019	NPC185838
Intermediate Similarity	0.7019	NPC313414
Intermediate Similarity	0.7013	NPC471953
Intermediate Similarity	0.7013	NPC307123
Intermediate Similarity	0.7013	NPC247018
Intermediate Similarity	0.7013	NPC274732
Intermediate Similarity	0.7013	NPC97870
Intermediate Similarity	0.7013	NPC248307
Intermediate Similarity	0.7013	NPC65942
Intermediate Similarity	0.7011	NPC228040
Intermediate Similarity	0.7007	NPC344161
Intermediate Similarity	0.7006	NPC252107
Intermediate Similarity	0.7	NPC105513
Remote Similarity	0.6995	NPC149962
Remote Similarity	0.6994	NPC476571
Remote Similarity	0.6994	NPC135538
Remote Similarity	0.6994	NPC24233
Remote Similarity	0.6994	NPC428
Remote Similarity	0.6994	NPC147390
Remote Similarity	0.6994	NPC246587
Remote Similarity	0.6993	NPC26653
Remote Similarity	0.6993	NPC83062
Remote Similarity	0.6993	NPC303522
Remote Similarity	0.6993	NPC476748
Remote Similarity	0.6993	NPC270849
Remote Similarity	0.6988	NPC14005
Remote Similarity	0.6988	NPC226941
Remote Similarity	0.6988	NPC108957
Remote Similarity	0.6986	NPC122009
Remote Similarity	0.6986	NPC470626
Remote Similarity	0.6986	NPC159916

Drug Structure

NPD4739 OpenBabel08211705272D 34 34 0 0 1 0 0 0 0 0999 V2000 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 -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 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 4.3301 2.5000 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 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 5.1962 1.0000 0.0000 C 0 0 1 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 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 O 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 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 14 1 0 0 0 0 4 32 1 0 0 0 0 5 28 1 0 0 0 0 6 29 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 11 22 1 0 0 0 0 12 32 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 23 2 3 0 0 0 14 24 1 0 0 0 0 16 10 1 6 0 0 0 16 19 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 30 1 0 0 0 0 18 31 1 0 0 0 0 19 22 2 3 0 0 0 19 25 1 0 0 0 0 20 26 2 0 0 0 0 20 28 1 0 0 0 0 20 30 1 0 0 0 0 21 27 2 0 0 0 0 21 29 1 0 0 0 0 21 31 1 0 0 0 0 24 33 1 0 0 0 0 25 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001418
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71137
ChEBI
CAS Number

Drug Properties

Molecular Weight	470.17
ALogP	1.7739
MLogP	2.56
XLogP	4.352
HDA	8
HBD	2
Rotatable Bonds	22
TPSA	161.54
RO5 Violation	1