NPASS drugs

Drug Information

Drug ID:	NPD2983
Drug Name:	Fosbretabulin
Molecular Formula:	C18H21O8P
Canonical SMILES:	COc1cc(/C=Cc2ccc(c(c2)OP(=O)(O)O)OC)cc(c1OC)OC
Standard InCHI:	InChI=1S/C18H21O8P/c1-22-14-8-7-12(9-15(14)26-27(19,20)21)5-6-13-10-16(23-2)18(25-4)17(11-13)24-3/h5-11H,1-4H3,(H2,19,20,21)/b6-5-
Standard InCHIKey:	WDOGQTQEKVLZIJ-WAYWQWQTSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2983

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	295
0.1-0.2	1415
0.2-0.3	4161
0.3-0.4	9806
0.4-0.5	2383
0.5-0.6	4000
0.6-0.7	6244
0.7-0.8	2199
0.8-0.85	301
0.85-0.9	81
0.9-0.95	5
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	0.931	NPC123948
High Similarity	0.9083	NPC166759
High Similarity	0.9076	NPC254625
High Similarity	0.9076	NPC475961
High Similarity	0.9	NPC474565
High Similarity	0.8934	NPC262253
High Similarity	0.8934	NPC473411
High Similarity	0.8934	NPC71579
High Similarity	0.8926	NPC472596
High Similarity	0.8879	NPC203924
High Similarity	0.8862	NPC282496
High Similarity	0.8862	NPC233526
High Similarity	0.8852	NPC477886
High Similarity	0.878	NPC261661
High Similarity	0.876	NPC15805
High Similarity	0.8729	NPC204120
High Similarity	0.872	NPC299584
High Similarity	0.872	NPC233410
High Similarity	0.872	NPC82483
High Similarity	0.872	NPC105925
High Similarity	0.872	NPC193544
High Similarity	0.872	NPC117214
High Similarity	0.872	NPC208950
High Similarity	0.872	NPC472093
High Similarity	0.872	NPC203133
High Similarity	0.872	NPC298757
High Similarity	0.872	NPC116907
High Similarity	0.872	NPC221077
High Similarity	0.872	NPC57490
High Similarity	0.872	NPC251855
High Similarity	0.872	NPC265483
High Similarity	0.872	NPC17943
High Similarity	0.872	NPC475169
High Similarity	0.8707	NPC82016
High Similarity	0.8707	NPC165386
High Similarity	0.8699	NPC75713
High Similarity	0.8689	NPC232084
High Similarity	0.8689	NPC61516
High Similarity	0.8689	NPC10932
High Similarity	0.8689	NPC247364
High Similarity	0.8651	NPC78974
High Similarity	0.8651	NPC223136
High Similarity	0.8651	NPC44748
High Similarity	0.8651	NPC18924
High Similarity	0.8651	NPC103823
High Similarity	0.8651	NPC28730
High Similarity	0.8651	NPC214406
High Similarity	0.8621	NPC245115
High Similarity	0.8618	NPC199023
High Similarity	0.8607	NPC226629
High Similarity	0.8583	NPC210355
High Similarity	0.8583	NPC127587
High Similarity	0.8583	NPC242032
High Similarity	0.8583	NPC169474
High Similarity	0.8583	NPC74817
High Similarity	0.8583	NPC324112
High Similarity	0.8583	NPC282000
High Similarity	0.8583	NPC236791
High Similarity	0.8583	NPC124452
High Similarity	0.8583	NPC474119
High Similarity	0.8583	NPC293054
High Similarity	0.8583	NPC82679
High Similarity	0.8583	NPC246620
High Similarity	0.8583	NPC159968
High Similarity	0.8571	NPC60885
High Similarity	0.8571	NPC234400
High Similarity	0.856	NPC95168
High Similarity	0.856	NPC197757
High Similarity	0.856	NPC228922
High Similarity	0.856	NPC136319
High Similarity	0.8534	NPC35543
High Similarity	0.8525	NPC63083
High Similarity	0.8516	NPC474623
High Similarity	0.8516	NPC470213
High Similarity	0.8516	NPC98631
High Similarity	0.8516	NPC186843
High Similarity	0.8516	NPC206615
High Similarity	0.8516	NPC474651
High Similarity	0.8504	NPC76451
High Similarity	0.8504	NPC223953
High Similarity	0.8504	NPC112571
High Similarity	0.8504	NPC244364
High Similarity	0.8504	NPC50683
High Similarity	0.8504	NPC285725
High Similarity	0.85	NPC180508
High Similarity	0.85	NPC228287
Intermediate Similarity	0.848	NPC41562
Intermediate Similarity	0.8462	NPC470096
Intermediate Similarity	0.8462	NPC470095
Intermediate Similarity	0.8462	NPC30043
Intermediate Similarity	0.8462	NPC469613
Intermediate Similarity	0.8462	NPC469625
Intermediate Similarity	0.8455	NPC308217
Intermediate Similarity	0.845	NPC3439
Intermediate Similarity	0.845	NPC58164
Intermediate Similarity	0.845	NPC222004
Intermediate Similarity	0.845	NPC170844
Intermediate Similarity	0.845	NPC476968
Intermediate Similarity	0.845	NPC226788
Intermediate Similarity	0.845	NPC470633
Intermediate Similarity	0.845	NPC218856
Intermediate Similarity	0.845	NPC469951
Intermediate Similarity	0.845	NPC228769
Intermediate Similarity	0.845	NPC210623
Intermediate Similarity	0.845	NPC190629
Intermediate Similarity	0.845	NPC202582
Intermediate Similarity	0.845	NPC470258
Intermediate Similarity	0.845	NPC273295
Intermediate Similarity	0.845	NPC285339
Intermediate Similarity	0.845	NPC10225
Intermediate Similarity	0.845	NPC469963
Intermediate Similarity	0.8443	NPC304208
Intermediate Similarity	0.8443	NPC259638
Intermediate Similarity	0.8443	NPC52464
Intermediate Similarity	0.8438	NPC194841
Intermediate Similarity	0.84	NPC145780
Intermediate Similarity	0.8397	NPC35932
Intermediate Similarity	0.8397	NPC16208
Intermediate Similarity	0.8397	NPC160991
Intermediate Similarity	0.8397	NPC7903
Intermediate Similarity	0.8397	NPC184447
Intermediate Similarity	0.8387	NPC222175
Intermediate Similarity	0.8387	NPC229401
Intermediate Similarity	0.8385	NPC469614
Intermediate Similarity	0.8385	NPC192687
Intermediate Similarity	0.8385	NPC51840
Intermediate Similarity	0.8385	NPC307042
Intermediate Similarity	0.8385	NPC63574
Intermediate Similarity	0.8385	NPC311680
Intermediate Similarity	0.8385	NPC224157
Intermediate Similarity	0.8385	NPC79184
Intermediate Similarity	0.8385	NPC126836
Intermediate Similarity	0.8385	NPC299221
Intermediate Similarity	0.8385	NPC472338
Intermediate Similarity	0.8385	NPC234488
Intermediate Similarity	0.8385	NPC469612
Intermediate Similarity	0.8372	NPC210674
Intermediate Similarity	0.8372	NPC281864
Intermediate Similarity	0.8372	NPC222127
Intermediate Similarity	0.8372	NPC82862
Intermediate Similarity	0.8372	NPC31707
Intermediate Similarity	0.8372	NPC328682
Intermediate Similarity	0.8372	NPC28765
Intermediate Similarity	0.8372	NPC54321
Intermediate Similarity	0.8372	NPC154866
Intermediate Similarity	0.8361	NPC193067
Intermediate Similarity	0.8359	NPC88297
Intermediate Similarity	0.8359	NPC186845
Intermediate Similarity	0.8359	NPC9891
Intermediate Similarity	0.8346	NPC228972
Intermediate Similarity	0.8346	NPC122792
Intermediate Similarity	0.8346	NPC206487
Intermediate Similarity	0.8346	NPC5796
Intermediate Similarity	0.8333	NPC280606
Intermediate Similarity	0.8333	NPC288238
Intermediate Similarity	0.8333	NPC270326
Intermediate Similarity	0.8321	NPC474017
Intermediate Similarity	0.8321	NPC472597
Intermediate Similarity	0.8321	NPC473412
Intermediate Similarity	0.8321	NPC469698
Intermediate Similarity	0.8319	NPC2682
Intermediate Similarity	0.8308	NPC474227
Intermediate Similarity	0.8308	NPC190144
Intermediate Similarity	0.8308	NPC212015
Intermediate Similarity	0.8306	NPC20674
Intermediate Similarity	0.8295	NPC236760
Intermediate Similarity	0.8295	NPC473093
Intermediate Similarity	0.8295	NPC202904
Intermediate Similarity	0.8295	NPC471986
Intermediate Similarity	0.8295	NPC266555
Intermediate Similarity	0.8295	NPC473092
Intermediate Similarity	0.8295	NPC8050
Intermediate Similarity	0.8295	NPC252131
Intermediate Similarity	0.8295	NPC470699
Intermediate Similarity	0.8295	NPC189248
Intermediate Similarity	0.8293	NPC33271
Intermediate Similarity	0.8293	NPC474933
Intermediate Similarity	0.8271	NPC310854
Intermediate Similarity	0.8271	NPC170694
Intermediate Similarity	0.8271	NPC309744
Intermediate Similarity	0.8268	NPC84086
Intermediate Similarity	0.8268	NPC121115
Intermediate Similarity	0.8268	NPC108545
Intermediate Similarity	0.8264	NPC165106
Intermediate Similarity	0.8258	NPC201587
Intermediate Similarity	0.8258	NPC245120
Intermediate Similarity	0.8258	NPC253105
Intermediate Similarity	0.8258	NPC6451
Intermediate Similarity	0.8258	NPC5423
Intermediate Similarity	0.8254	NPC49341
Intermediate Similarity	0.8254	NPC310373
Intermediate Similarity	0.825	NPC296920
Intermediate Similarity	0.825	NPC90520
Intermediate Similarity	0.8244	NPC476399
Intermediate Similarity	0.8244	NPC214860
Intermediate Similarity	0.8231	NPC207702
Intermediate Similarity	0.8231	NPC283114
Intermediate Similarity	0.8231	NPC266691
Intermediate Similarity	0.8231	NPC149008
Intermediate Similarity	0.8226	NPC474214

Drug Structure

NPD2983 OpenBabel08211702562D 29 30 0 0 0 0 0 0 0 0999 V2000 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 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 5.1962 -0.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 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 -0.0000 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 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 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 0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 13 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 17 2 0 0 0 0 14 15 2 0 0 0 0 14 22 1 0 0 0 0 15 26 1 0 0 0 0 16 18 2 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 19 28 1 0 0 0 0 20 27 1 0 0 0 0 20 29 1 0 0 0 0 21 27 2 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002688
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5351387
ChEBI
CAS Number

Drug Properties

Molecular Weight	396.10
ALogP	-0.1355
MLogP	2.45
XLogP	2.146
HDA	3
HBD	2
Rotatable Bonds	14
TPSA	113.49
RO5 Violation	0