NPASS drugs

Drug Information

Drug ID:	NPD1400
Drug Name:
Molecular Formula:	C14H20O9S
Canonical SMILES:	CC(=O)OC[C@H]1O[C@@H]([S-])[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
Standard InCHI:	InChI=1S/C14H20O9S/c1-6(15)19-5-10-11(20-7(2)16)12(21-8(3)17)13(14(24)23-10)22-9(4)18/h10-14,24H,5H2,1-4H3/p-1/t10-,11-,12+,13-,14+/m1/s1
Standard InCHIKey:	SFOZKJGZNOBSHF-RGDJUOJXSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1400

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	457
0.1-0.2	6020
0.2-0.3	14234
0.3-0.4	7745
0.4-0.5	2070
0.5-0.6	309
0.6-0.7	55
0.7-0.8	0
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
Remote Similarity	0.6833	NPC320032
Remote Similarity	0.661	NPC326557
Remote Similarity	0.6491	NPC23134
Remote Similarity	0.6491	NPC124963
Remote Similarity	0.6491	NPC233726
Remote Similarity	0.6491	NPC326533
Remote Similarity	0.6462	NPC76881
Remote Similarity	0.6462	NPC190418
Remote Similarity	0.6462	NPC12040
Remote Similarity	0.6462	NPC471760
Remote Similarity	0.6462	NPC471761
Remote Similarity	0.6441	NPC303727
Remote Similarity	0.6406	NPC325773
Remote Similarity	0.6406	NPC268243
Remote Similarity	0.629	NPC322855
Remote Similarity	0.6271	NPC246558
Remote Similarity	0.6271	NPC323361
Remote Similarity	0.6271	NPC157514
Remote Similarity	0.6271	NPC67660
Remote Similarity	0.6271	NPC165198
Remote Similarity	0.6271	NPC107914
Remote Similarity	0.6271	NPC130683
Remote Similarity	0.6271	NPC89145
Remote Similarity	0.6271	NPC242073
Remote Similarity	0.6271	NPC269166
Remote Similarity	0.6271	NPC145112
Remote Similarity	0.6271	NPC58629
Remote Similarity	0.6269	NPC206601
Remote Similarity	0.625	NPC14144
Remote Similarity	0.6176	NPC50228
Remote Similarity	0.6176	NPC250619
Remote Similarity	0.6176	NPC97736
Remote Similarity	0.6176	NPC67099
Remote Similarity	0.617	NPC40965
Remote Similarity	0.617	NPC281883
Remote Similarity	0.6154	NPC266553
Remote Similarity	0.614	NPC42503
Remote Similarity	0.614	NPC299781
Remote Similarity	0.614	NPC157193
Remote Similarity	0.614	NPC282143
Remote Similarity	0.614	NPC82512
Remote Similarity	0.6129	NPC219040
Remote Similarity	0.6129	NPC472025
Remote Similarity	0.6111	NPC70756
Remote Similarity	0.6111	NPC320240
Remote Similarity	0.6087	NPC211428
Remote Similarity	0.6087	NPC241265
Remote Similarity	0.6087	NPC285003
Remote Similarity	0.6071	NPC321087
Remote Similarity	0.6071	NPC277475
Remote Similarity	0.6042	NPC322892
Remote Similarity	0.6034	NPC55678
Remote Similarity	0.6029	NPC32148
Remote Similarity	0.6	NPC52268
Remote Similarity	0.6	NPC53760
Remote Similarity	0.5968	NPC148424
Remote Similarity	0.5918	NPC286498
Remote Similarity	0.5918	NPC154396
Remote Similarity	0.5915	NPC184550
Remote Similarity	0.5915	NPC185419
Remote Similarity	0.5902	NPC289979
Remote Similarity	0.5893	NPC69445
Remote Similarity	0.5893	NPC73906
Remote Similarity	0.5893	NPC285364
Remote Similarity	0.5893	NPC165846
Remote Similarity	0.5893	NPC255377
Remote Similarity	0.5893	NPC176017
Remote Similarity	0.5893	NPC21209
Remote Similarity	0.5893	NPC199857
Remote Similarity	0.5893	NPC289758
Remote Similarity	0.5893	NPC92246
Remote Similarity	0.5882	NPC325038
Remote Similarity	0.5873	NPC220922
Remote Similarity	0.5846	NPC477763
Remote Similarity	0.5846	NPC472026
Remote Similarity	0.5846	NPC477750
Remote Similarity	0.5846	NPC477753
Remote Similarity	0.5846	NPC477757
Remote Similarity	0.5846	NPC477755
Remote Similarity	0.5846	NPC477762
Remote Similarity	0.5833	NPC291228
Remote Similarity	0.5833	NPC163812
Remote Similarity	0.5833	NPC206823
Remote Similarity	0.5833	NPC225748
Remote Similarity	0.5833	NPC308096
Remote Similarity	0.5833	NPC39266
Remote Similarity	0.5833	NPC9763
Remote Similarity	0.5833	NPC169085
Remote Similarity	0.58	NPC196442
Remote Similarity	0.58	NPC223374
Remote Similarity	0.58	NPC155872
Remote Similarity	0.58	NPC86545
Remote Similarity	0.58	NPC301398
Remote Similarity	0.5789	NPC326957
Remote Similarity	0.5789	NPC230789
Remote Similarity	0.5789	NPC252918
Remote Similarity	0.5781	NPC317023
Remote Similarity	0.5781	NPC34877
Remote Similarity	0.5781	NPC290179
Remote Similarity	0.5775	NPC320012
Remote Similarity	0.5763	NPC323574
Remote Similarity	0.5714	NPC207656
Remote Similarity	0.5714	NPC107091
Remote Similarity	0.5694	NPC475762
Remote Similarity	0.5694	NPC96322
Remote Similarity	0.5692	NPC143326
Remote Similarity	0.5686	NPC80641
Remote Similarity	0.5686	NPC80396
Remote Similarity	0.5686	NPC154642
Remote Similarity	0.5667	NPC287811
Remote Similarity	0.566	NPC81263
Remote Similarity	0.5645	NPC23155
Remote Similarity	0.5645	NPC469937
Remote Similarity	0.5645	NPC320588
Remote Similarity	0.5645	NPC53463
Remote Similarity	0.5645	NPC327257
Remote Similarity	0.5636	NPC325102
Remote Similarity	0.5616	NPC123122
Remote Similarity	0.5616	NPC477303
Remote Similarity	0.5616	NPC477311
Remote Similarity	0.5606	NPC155457
Remote Similarity	0.56	NPC477350
Remote Similarity	0.56	NPC140229

Drug Structure

NPD1400 OpenBabel08211700192D 24 24 0 0 1 0 0 0 0 0999 V2000 -3.4641 1.0000 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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 -2.5981 1.5000 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 0.8660 -3.5000 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 -0.8660 -0.5000 0.0000 C 0 0 2 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 0.0000 -2.0000 0.0000 C 0 0 1 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 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 -0.0000 -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 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 S 0 5 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 19 1 0 0 0 0 6 15 2 0 0 0 0 6 19 1 0 0 0 0 7 16 2 0 0 0 0 7 20 1 0 0 0 0 8 17 2 0 0 0 0 8 21 1 0 0 0 0 9 18 2 0 0 0 0 9 22 1 0 0 0 0 10 5 1 1 0 0 0 10 11 1 0 0 0 0 10 23 1 0 0 0 0 11 12 1 0 0 0 0 11 20 1 6 0 0 0 12 13 1 0 0 0 0 12 21 1 1 0 0 0 13 14 1 0 0 0 0 13 22 1 6 0 0 0 14 23 1 0 0 0 0 14 24 1 1 0 0 0 M CHG 1 24 -1 M END $$$$

External Identifiers

TTD	DAP000757
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16667669
ChEBI
CAS Number

Drug Properties

Molecular Weight	363.07
ALogP	-0.5367
MLogP	1.9
XLogP	-0.134
HDA	9
HBD	0
Rotatable Bonds	14
TPSA	114.43
RO5 Violation	0