NPASS drugs

Drug Information

Drug ID:	NPD5563
Drug Name:
Molecular Formula:	C23H25NO6S
Canonical SMILES:	CC(=O)SC[C@H](C(=N[C@H](C(=O)OCc1ccccc1)C)O)Cc1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C23H25NO6S/c1-15(23(27)28-12-17-6-4-3-5-7-17)24-22(26)19(13-31-16(2)25)10-18-8-9-20-21(11-18)30-14-29-20/h3-9,11,15,19H,10,12-14H2,1-2H3,(H,24,26)/t15-,19+/m0/s1
Standard InCHIKey:	KKBIUAUSZKGNOA-HNAYVOBHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5563

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	111
0.1-0.2	800
0.2-0.3	2602
0.3-0.4	9151
0.4-0.5	4475
0.5-0.6	8774
0.6-0.7	4587
0.7-0.8	385
0.8-0.85	5
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	0.8255	NPC282477
Intermediate Similarity	0.8255	NPC284855
Intermediate Similarity	0.8219	NPC191302
Intermediate Similarity	0.8041	NPC147247
Intermediate Similarity	0.8041	NPC246974
Intermediate Similarity	0.7973	NPC99798
Intermediate Similarity	0.7973	NPC157740
Intermediate Similarity	0.7905	NPC156944
Intermediate Similarity	0.7867	NPC470706
Intermediate Similarity	0.7852	NPC291449
Intermediate Similarity	0.7852	NPC41331
Intermediate Similarity	0.7838	NPC170583
Intermediate Similarity	0.7838	NPC207541
Intermediate Similarity	0.7838	NPC246133
Intermediate Similarity	0.7838	NPC71105
Intermediate Similarity	0.7838	NPC152186
Intermediate Similarity	0.7838	NPC182147
Intermediate Similarity	0.7821	NPC275150
Intermediate Similarity	0.7785	NPC251466
Intermediate Similarity	0.7778	NPC473463
Intermediate Similarity	0.777	NPC300955
Intermediate Similarity	0.7748	NPC476748
Intermediate Similarity	0.7662	NPC205915
Intermediate Similarity	0.7658	NPC282291
Intermediate Similarity	0.7658	NPC166137
Intermediate Similarity	0.7628	NPC254610
Intermediate Similarity	0.7625	NPC327623
Intermediate Similarity	0.7584	NPC249788
Intermediate Similarity	0.7582	NPC275950
Intermediate Similarity	0.7582	NPC114102
Intermediate Similarity	0.7566	NPC469977
Intermediate Similarity	0.7558	NPC474953
Intermediate Similarity	0.7551	NPC344161
Intermediate Similarity	0.755	NPC274356
Intermediate Similarity	0.755	NPC40352
Intermediate Similarity	0.755	NPC213711
Intermediate Similarity	0.7546	NPC182119
Intermediate Similarity	0.7532	NPC476345
Intermediate Similarity	0.75	NPC223807
Intermediate Similarity	0.75	NPC5310
Intermediate Similarity	0.75	NPC19890
Intermediate Similarity	0.75	NPC475794
Intermediate Similarity	0.75	NPC300776
Intermediate Similarity	0.75	NPC52664
Intermediate Similarity	0.75	NPC4982
Intermediate Similarity	0.75	NPC68779
Intermediate Similarity	0.75	NPC110958
Intermediate Similarity	0.75	NPC176814
Intermediate Similarity	0.7483	NPC85830
Intermediate Similarity	0.7469	NPC132771
Intermediate Similarity	0.7468	NPC173308
Intermediate Similarity	0.7468	NPC171550
Intermediate Similarity	0.7468	NPC134764
Intermediate Similarity	0.7468	NPC181079
Intermediate Similarity	0.7468	NPC299583
Intermediate Similarity	0.7455	NPC474560
Intermediate Similarity	0.745	NPC80241
Intermediate Similarity	0.745	NPC301641
Intermediate Similarity	0.745	NPC114845
Intermediate Similarity	0.7436	NPC169973
Intermediate Similarity	0.7434	NPC301713
Intermediate Similarity	0.7419	NPC470392
Intermediate Similarity	0.7419	NPC214869
Intermediate Similarity	0.7416	NPC474650
Intermediate Similarity	0.7405	NPC230968
Intermediate Similarity	0.7405	NPC160607
Intermediate Similarity	0.7405	NPC41473
Intermediate Similarity	0.7405	NPC312770
Intermediate Similarity	0.7405	NPC204848
Intermediate Similarity	0.7405	NPC143895
Intermediate Similarity	0.7405	NPC102260
Intermediate Similarity	0.7405	NPC90431
Intermediate Similarity	0.7405	NPC14600
Intermediate Similarity	0.7403	NPC35961
Intermediate Similarity	0.7403	NPC52029
Intermediate Similarity	0.7403	NPC195749
Intermediate Similarity	0.7403	NPC470642
Intermediate Similarity	0.7391	NPC287124
Intermediate Similarity	0.7389	NPC67247
Intermediate Similarity	0.7386	NPC186898
Intermediate Similarity	0.7386	NPC158737
Intermediate Similarity	0.7372	NPC471505
Intermediate Similarity	0.7372	NPC259742
Intermediate Similarity	0.7372	NPC104077
Intermediate Similarity	0.7372	NPC106739
Intermediate Similarity	0.7372	NPC219671
Intermediate Similarity	0.7372	NPC147616
Intermediate Similarity	0.7365	NPC207675
Intermediate Similarity	0.7365	NPC212699
Intermediate Similarity	0.736	NPC474607
Intermediate Similarity	0.7358	NPC281780
Intermediate Similarity	0.7351	NPC31344
Intermediate Similarity	0.7351	NPC317769
Intermediate Similarity	0.7342	NPC184938
Intermediate Similarity	0.7342	NPC135777
Intermediate Similarity	0.7342	NPC142547
Intermediate Similarity	0.7342	NPC101624
Intermediate Similarity	0.7338	NPC155838
Intermediate Similarity	0.7338	NPC165128
Intermediate Similarity	0.7338	NPC57119
Intermediate Similarity	0.7338	NPC158471
Intermediate Similarity	0.7338	NPC226862
Intermediate Similarity	0.7325	NPC196937
Intermediate Similarity	0.732	NPC213552
Intermediate Similarity	0.732	NPC120225
Intermediate Similarity	0.7317	NPC3982
Intermediate Similarity	0.7301	NPC313414
Intermediate Similarity	0.7301	NPC166884
Intermediate Similarity	0.7301	NPC141569
Intermediate Similarity	0.7301	NPC477701
Intermediate Similarity	0.7297	NPC474040
Intermediate Similarity	0.7296	NPC471988
Intermediate Similarity	0.7296	NPC11453
Intermediate Similarity	0.7293	NPC475919
Intermediate Similarity	0.7293	NPC474661
Intermediate Similarity	0.7289	NPC145569
Intermediate Similarity	0.7289	NPC216223
Intermediate Similarity	0.7284	NPC210354
Intermediate Similarity	0.7284	NPC176586
Intermediate Similarity	0.7278	NPC47181
Intermediate Similarity	0.7273	NPC64948
Intermediate Similarity	0.7273	NPC251571
Intermediate Similarity	0.7262	NPC56635
Intermediate Similarity	0.7261	NPC97316
Intermediate Similarity	0.7261	NPC227002
Intermediate Similarity	0.7256	NPC477702
Intermediate Similarity	0.7255	NPC289459
Intermediate Similarity	0.7255	NPC17348
Intermediate Similarity	0.725	NPC231719
Intermediate Similarity	0.725	NPC52968
Intermediate Similarity	0.725	NPC185908
Intermediate Similarity	0.7248	NPC69670
Intermediate Similarity	0.7246	NPC229882
Intermediate Similarity	0.7246	NPC158635
Intermediate Similarity	0.7244	NPC63574
Intermediate Similarity	0.7244	NPC233224
Intermediate Similarity	0.7244	NPC477694
Intermediate Similarity	0.7244	NPC271208
Intermediate Similarity	0.7244	NPC477705
Intermediate Similarity	0.7237	NPC470887
Intermediate Similarity	0.7233	NPC18576
Intermediate Similarity	0.7222	NPC100675
Intermediate Similarity	0.7222	NPC28398
Intermediate Similarity	0.7222	NPC162851
Intermediate Similarity	0.7222	NPC29599
Intermediate Similarity	0.7222	NPC218092
Intermediate Similarity	0.7222	NPC246474
Intermediate Similarity	0.7219	NPC193484
Intermediate Similarity	0.7215	NPC218530
Intermediate Similarity	0.7212	NPC212890
Intermediate Similarity	0.7212	NPC115144
Intermediate Similarity	0.7212	NPC277857
Intermediate Similarity	0.7208	NPC206882
Intermediate Similarity	0.7205	NPC88640
Intermediate Similarity	0.7205	NPC123526
Intermediate Similarity	0.7205	NPC477837
Intermediate Similarity	0.7205	NPC477838
Intermediate Similarity	0.7205	NPC193666
Intermediate Similarity	0.7197	NPC477706
Intermediate Similarity	0.7197	NPC192255
Intermediate Similarity	0.7197	NPC227160
Intermediate Similarity	0.7197	NPC82111
Intermediate Similarity	0.7195	NPC191158
Intermediate Similarity	0.7195	NPC177644
Intermediate Similarity	0.719	NPC246704
Intermediate Similarity	0.7188	NPC193528
Intermediate Similarity	0.7186	NPC474965
Intermediate Similarity	0.7186	NPC668
Intermediate Similarity	0.7186	NPC293757
Intermediate Similarity	0.7186	NPC477698
Intermediate Similarity	0.7186	NPC174512
Intermediate Similarity	0.7186	NPC477695
Intermediate Similarity	0.7181	NPC277460
Intermediate Similarity	0.7181	NPC474214
Intermediate Similarity	0.7179	NPC241354
Intermediate Similarity	0.7179	NPC83062
Intermediate Similarity	0.7178	NPC178466
Intermediate Similarity	0.7178	NPC253722
Intermediate Similarity	0.7178	NPC40237
Intermediate Similarity	0.7178	NPC31751
Intermediate Similarity	0.7178	NPC151423
Intermediate Similarity	0.7178	NPC63628
Intermediate Similarity	0.7178	NPC253481
Intermediate Similarity	0.7161	NPC153990
Intermediate Similarity	0.7161	NPC177167
Intermediate Similarity	0.716	NPC56184
Intermediate Similarity	0.7152	NPC7744
Intermediate Similarity	0.7143	NPC283949
Intermediate Similarity	0.7143	NPC101807
Intermediate Similarity	0.7143	NPC280767
Intermediate Similarity	0.7143	NPC4910
Intermediate Similarity	0.7143	NPC469981
Intermediate Similarity	0.7134	NPC106920
Intermediate Similarity	0.7134	NPC184814
Intermediate Similarity	0.7134	NPC273657
Intermediate Similarity	0.7133	NPC474320
Intermediate Similarity	0.7133	NPC57501
Intermediate Similarity	0.7126	NPC325720
Intermediate Similarity	0.7126	NPC316676
Intermediate Similarity	0.7125	NPC477301

Drug Structure

NPD5563 OpenBabel08211708292D 32 34 0 0 1 0 0 0 0 0999 V2000 3.6720 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 -2.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 -1.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0021 -1.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 -0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0021 -0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 1.4781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9400 -0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 -0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 2.4781 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -0.5219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 3.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 -0.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 1.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 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 1.9400 0.9781 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 4.4781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 16 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 18 1 0 0 0 0 11 18 2 0 0 0 0 11 21 1 0 0 0 0 12 17 1 0 0 0 0 12 28 1 0 0 0 0 13 19 1 0 0 0 0 13 31 1 0 0 0 0 14 29 1 0 0 0 0 14 30 1 0 0 0 0 15 1 1 6 0 0 0 15 23 1 0 0 0 0 15 24 1 0 0 0 0 16 25 2 0 0 0 0 16 31 1 0 0 0 0 19 10 1 1 0 0 0 19 22 1 0 0 0 0 20 21 2 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 24 2 3 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000639
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311337
ChEBI
CAS Number

Drug Properties

Molecular Weight	443.14
ALogP	0.0955
MLogP	3.11
XLogP	4.825
HDA	5
HBD	1
Rotatable Bonds	14
TPSA	119.72
RO5 Violation	1