NPASS drugs

Drug Information

Drug ID:	NPD5564
Drug Name:
Molecular Formula:	C23H25NO7S
Canonical SMILES:	CCOc1cc(ccc1OC)[C@H](N1C(=O)c2c(C1=O)c(ccc2)CC(=O)C)CS(=O)(=O)C
Standard InCHI:	InChI=1S/C23H25NO7S/c1-5-31-20-12-15(9-10-19(20)30-3)18(13-32(4,28)29)24-22(26)17-8-6-7-16(11-14(2)25)21(17)23(24)27/h6-10,12,18H,5,11,13H2,1-4H3/t18-/m1/s1
Standard InCHIKey:	MUKPBEDSDFRMNQ-GOSISDBHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5564

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	249
0.1-0.2	1410
0.2-0.3	4614
0.3-0.4	8212
0.4-0.5	3977
0.5-0.6	10702
0.6-0.7	1613
0.7-0.8	113
0.8-0.85	0
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	0.7766	NPC222524
Intermediate Similarity	0.7705	NPC153631
Intermediate Similarity	0.7704	NPC477258
Intermediate Similarity	0.7668	NPC169387
Intermediate Similarity	0.7668	NPC477259
Intermediate Similarity	0.7654	NPC119669
Intermediate Similarity	0.7606	NPC303581
Intermediate Similarity	0.7606	NPC67978
Intermediate Similarity	0.7594	NPC86469
Intermediate Similarity	0.7592	NPC27887
Intermediate Similarity	0.7526	NPC308267
Intermediate Similarity	0.7449	NPC208890
Intermediate Similarity	0.7447	NPC284842
Intermediate Similarity	0.7438	NPC207971
Intermediate Similarity	0.74	NPC24228
Intermediate Similarity	0.7396	NPC35680
Intermediate Similarity	0.7385	NPC116007
Intermediate Similarity	0.738	NPC476569
Intermediate Similarity	0.7366	NPC135006
Intermediate Similarity	0.7358	NPC121400
Intermediate Similarity	0.7356	NPC307682
Intermediate Similarity	0.7333	NPC102760
Intermediate Similarity	0.732	NPC99723
Intermediate Similarity	0.7317	NPC268077
Intermediate Similarity	0.7288	NPC474915
Intermediate Similarity	0.7288	NPC213206
Intermediate Similarity	0.7288	NPC328750
Intermediate Similarity	0.7288	NPC188163
Intermediate Similarity	0.7277	NPC71124
Intermediate Similarity	0.7249	NPC231198
Intermediate Similarity	0.724	NPC227683
Intermediate Similarity	0.7232	NPC314682
Intermediate Similarity	0.7225	NPC241055
Intermediate Similarity	0.7222	NPC471650
Intermediate Similarity	0.7219	NPC118804
Intermediate Similarity	0.7217	NPC38964
Intermediate Similarity	0.7208	NPC83511
Intermediate Similarity	0.72	NPC226708
Intermediate Similarity	0.7198	NPC475959
Intermediate Similarity	0.7192	NPC70290
Intermediate Similarity	0.7192	NPC124302
Intermediate Similarity	0.7192	NPC215098
Intermediate Similarity	0.7192	NPC14622
Intermediate Similarity	0.7192	NPC73020
Intermediate Similarity	0.7192	NPC46744
Intermediate Similarity	0.7189	NPC470708
Intermediate Similarity	0.7184	NPC266425
Intermediate Similarity	0.7174	NPC476579
Intermediate Similarity	0.7172	NPC214629
Intermediate Similarity	0.7164	NPC254957
Intermediate Similarity	0.7158	NPC219162
Intermediate Similarity	0.7157	NPC5374
Intermediate Similarity	0.715	NPC82056
Intermediate Similarity	0.7136	NPC162694
Intermediate Similarity	0.7122	NPC314100
Intermediate Similarity	0.7122	NPC72788
Intermediate Similarity	0.7122	NPC120671
Intermediate Similarity	0.7122	NPC268170
Intermediate Similarity	0.7122	NPC226652
Intermediate Similarity	0.7112	NPC133817
Intermediate Similarity	0.7112	NPC476443
Intermediate Similarity	0.7111	NPC128019
Intermediate Similarity	0.7111	NPC136860
Intermediate Similarity	0.7111	NPC476567
Intermediate Similarity	0.7108	NPC293624
Intermediate Similarity	0.7104	NPC130941
Intermediate Similarity	0.7081	NPC308943
Intermediate Similarity	0.7079	NPC94499
Intermediate Similarity	0.7056	NPC220961
Intermediate Similarity	0.7053	NPC202771
Intermediate Similarity	0.7053	NPC119818
Intermediate Similarity	0.7053	NPC2173
Intermediate Similarity	0.7053	NPC328700
Intermediate Similarity	0.7049	NPC90844
Intermediate Similarity	0.7049	NPC51957
Intermediate Similarity	0.7049	NPC95075
Intermediate Similarity	0.7049	NPC210437
Intermediate Similarity	0.7049	NPC476144
Intermediate Similarity	0.7049	NPC16107
Intermediate Similarity	0.7049	NPC253883
Intermediate Similarity	0.7049	NPC106295
Intermediate Similarity	0.7048	NPC100573
Intermediate Similarity	0.7048	NPC207873
Intermediate Similarity	0.7044	NPC469816
Intermediate Similarity	0.7044	NPC469815
Intermediate Similarity	0.7043	NPC58661
Intermediate Similarity	0.7041	NPC241704
Intermediate Similarity	0.7037	NPC477080
Intermediate Similarity	0.7037	NPC106786
Intermediate Similarity	0.7033	NPC185838
Intermediate Similarity	0.703	NPC63152
Intermediate Similarity	0.7027	NPC223125
Intermediate Similarity	0.7021	NPC247639
Intermediate Similarity	0.7021	NPC25084
Intermediate Similarity	0.702	NPC115906
Intermediate Similarity	0.7016	NPC233650
Intermediate Similarity	0.7016	NPC59567
Intermediate Similarity	0.7015	NPC166979
Intermediate Similarity	0.7015	NPC141440
Intermediate Similarity	0.7015	NPC237579
Intermediate Similarity	0.7011	NPC246587
Intermediate Similarity	0.7011	NPC7467
Intermediate Similarity	0.7011	NPC476571
Intermediate Similarity	0.7011	NPC428
Intermediate Similarity	0.7011	NPC135538
Intermediate Similarity	0.7011	NPC147390
Intermediate Similarity	0.7011	NPC24233
Intermediate Similarity	0.701	NPC33256
Intermediate Similarity	0.701	NPC174783
Intermediate Similarity	0.701	NPC474708
Intermediate Similarity	0.7009	NPC55470
Intermediate Similarity	0.7006	NPC11147
Intermediate Similarity	0.7	NPC475780
Remote Similarity	0.699	NPC207239
Remote Similarity	0.6989	NPC326316
Remote Similarity	0.6989	NPC8337
Remote Similarity	0.6989	NPC81733
Remote Similarity	0.6989	NPC85747
Remote Similarity	0.6979	NPC134858
Remote Similarity	0.6979	NPC168409
Remote Similarity	0.6979	NPC2770
Remote Similarity	0.6979	NPC39103
Remote Similarity	0.6976	NPC163867
Remote Similarity	0.6973	NPC469539
Remote Similarity	0.6973	NPC469540
Remote Similarity	0.697	NPC32154
Remote Similarity	0.697	NPC149285
Remote Similarity	0.6968	NPC138487
Remote Similarity	0.6968	NPC216459
Remote Similarity	0.6968	NPC244112
Remote Similarity	0.6968	NPC41178
Remote Similarity	0.6959	NPC470324
Remote Similarity	0.6959	NPC475845
Remote Similarity	0.6957	NPC179825
Remote Similarity	0.6957	NPC321505
Remote Similarity	0.6957	NPC191376
Remote Similarity	0.6952	NPC223124
Remote Similarity	0.6952	NPC210148
Remote Similarity	0.6952	NPC233029
Remote Similarity	0.6944	NPC313327
Remote Similarity	0.6943	NPC206941
Remote Similarity	0.694	NPC130926
Remote Similarity	0.694	NPC189908
Remote Similarity	0.6931	NPC57512
Remote Similarity	0.6931	NPC180756
Remote Similarity	0.6931	NPC323443
Remote Similarity	0.6931	NPC146288
Remote Similarity	0.6927	NPC125924
Remote Similarity	0.6923	NPC311781
Remote Similarity	0.6911	NPC306902
Remote Similarity	0.6911	NPC477559
Remote Similarity	0.6911	NPC266753
Remote Similarity	0.6911	NPC232924
Remote Similarity	0.6911	NPC160298
Remote Similarity	0.6908	NPC267414
Remote Similarity	0.6907	NPC210140
Remote Similarity	0.6907	NPC474324
Remote Similarity	0.6907	NPC57812
Remote Similarity	0.6907	NPC150879
Remote Similarity	0.6897	NPC172403
Remote Similarity	0.6895	NPC476572
Remote Similarity	0.689	NPC97086
Remote Similarity	0.689	NPC67346
Remote Similarity	0.6885	NPC125852
Remote Similarity	0.6882	NPC92541
Remote Similarity	0.6882	NPC470088
Remote Similarity	0.6881	NPC230098
Remote Similarity	0.6878	NPC99659
Remote Similarity	0.6878	NPC78733
Remote Similarity	0.6878	NPC169742
Remote Similarity	0.6878	NPC325871
Remote Similarity	0.6872	NPC106606
Remote Similarity	0.6872	NPC473748
Remote Similarity	0.6865	NPC476151
Remote Similarity	0.6863	NPC473716
Remote Similarity	0.6863	NPC196231
Remote Similarity	0.6863	NPC475597
Remote Similarity	0.6862	NPC476580
Remote Similarity	0.6862	NPC26601
Remote Similarity	0.6857	NPC93574
Remote Similarity	0.6857	NPC255861
Remote Similarity	0.6856	NPC24264
Remote Similarity	0.6856	NPC476432
Remote Similarity	0.6845	NPC192768
Remote Similarity	0.6845	NPC88249
Remote Similarity	0.6845	NPC97221
Remote Similarity	0.6845	NPC151895
Remote Similarity	0.6845	NPC220858
Remote Similarity	0.6842	NPC31311
Remote Similarity	0.6842	NPC147091
Remote Similarity	0.6842	NPC234392
Remote Similarity	0.6842	NPC186063
Remote Similarity	0.6839	NPC475393
Remote Similarity	0.6837	NPC164608
Remote Similarity	0.6837	NPC10732
Remote Similarity	0.6836	NPC118419
Remote Similarity	0.6823	NPC205167
Remote Similarity	0.6821	NPC247389
Remote Similarity	0.6818	NPC160193
Remote Similarity	0.681	NPC243483

Drug Structure

NPD5564 OpenBabel08211708292D 32 34 0 0 1 0 0 0 0 0999 V2000 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3147 2.3956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3147 -1.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -1.0685 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 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8147 1.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 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 -5.8147 1.5296 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 -4.3147 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.3147 0.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0934 -0.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8535 2.3849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 14 1 0 0 0 0 3 30 1 0 0 0 0 4 32 1 0 0 0 0 5 31 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 11 16 1 0 0 0 0 12 15 2 0 0 0 0 12 20 1 0 0 0 0 13 32 1 0 0 0 0 14 25 2 0 0 0 0 15 18 1 0 0 0 0 16 21 2 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 18 13 1 1 0 0 0 18 24 1 0 0 0 0 19 20 2 0 0 0 0 19 30 1 0 0 0 0 20 31 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 22 26 2 0 0 0 0 23 24 1 0 0 0 0 23 27 2 0 0 0 0 28 32 2 0 0 0 0 29 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000077
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44153089
ChEBI
CAS Number

Drug Properties

Molecular Weight	459.14
ALogP	-1.1923
MLogP	3
XLogP	2.73
HDA	6
HBD	0
Rotatable Bonds	13
TPSA	115.43
RO5 Violation	0