NPASS drugs

Drug Information

Drug ID:	NPD2346
Drug Name:	vadimezan
Molecular Formula:	C17H14O4
Canonical SMILES:	OC(=O)Cc1cccc2c1oc1c(C)c(C)ccc1c2=O
Standard InCHI:	InChI=1S/C17H14O4/c1-9-6-7-13-15(20)12-5-3-4-11(8-14(18)19)17(12)21-16(13)10(9)2/h3-7H,8H2,1-2H3,(H,18,19)
Standard InCHIKey:	XGOYIMQSIKSOBS-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2346

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	235
0.1-0.2	1227
0.2-0.3	2182
0.3-0.4	4832
0.4-0.5	8178
0.5-0.6	3082
0.6-0.7	5421
0.7-0.8	5329
0.8-0.85	374
0.85-0.9	27
0.9-0.95	3
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	0.9149	NPC211565
High Similarity	0.9091	NPC70764
High Similarity	0.9014	NPC60389
High Similarity	0.8881	NPC57552
High Similarity	0.8836	NPC39819
High Similarity	0.8794	NPC124365
High Similarity	0.8786	NPC1268
High Similarity	0.8777	NPC471542
High Similarity	0.875	NPC141549
High Similarity	0.8716	NPC477691
High Similarity	0.8696	NPC1249
High Similarity	0.869	NPC71055
High Similarity	0.8676	NPC278787
High Similarity	0.8649	NPC281272
High Similarity	0.8649	NPC477690
High Similarity	0.8623	NPC287533
High Similarity	0.8603	NPC473019
High Similarity	0.8601	NPC329493
High Similarity	0.8601	NPC69755
High Similarity	0.8571	NPC141934
High Similarity	0.8551	NPC118253
High Similarity	0.8542	NPC53016
High Similarity	0.854	NPC7569
High Similarity	0.8533	NPC3898
High Similarity	0.8523	NPC24232
High Similarity	0.8523	NPC217447
High Similarity	0.8514	NPC470107
High Similarity	0.85	NPC298900
High Similarity	0.85	NPC22222
High Similarity	0.85	NPC281513
Intermediate Similarity	0.8493	NPC300540
Intermediate Similarity	0.8483	NPC274085
Intermediate Similarity	0.8483	NPC89664
Intermediate Similarity	0.8478	NPC205360
Intermediate Similarity	0.8477	NPC472453
Intermediate Similarity	0.8467	NPC135522
Intermediate Similarity	0.8456	NPC298884
Intermediate Similarity	0.8452	NPC178281
Intermediate Similarity	0.8435	NPC478018
Intermediate Similarity	0.8425	NPC47152
Intermediate Similarity	0.8425	NPC473951
Intermediate Similarity	0.8421	NPC67197
Intermediate Similarity	0.8414	NPC476473
Intermediate Similarity	0.8414	NPC66593
Intermediate Similarity	0.8406	NPC55949
Intermediate Similarity	0.84	NPC44606
Intermediate Similarity	0.8394	NPC48248
Intermediate Similarity	0.8392	NPC470407
Intermediate Similarity	0.8392	NPC476191
Intermediate Similarity	0.8389	NPC227122
Intermediate Similarity	0.8389	NPC474660
Intermediate Similarity	0.8389	NPC202595
Intermediate Similarity	0.8389	NPC473466
Intermediate Similarity	0.8389	NPC295036
Intermediate Similarity	0.838	NPC477534
Intermediate Similarity	0.8378	NPC105415
Intermediate Similarity	0.8378	NPC5537
Intermediate Similarity	0.837	NPC142956
Intermediate Similarity	0.837	NPC56332
Intermediate Similarity	0.8367	NPC147250
Intermediate Similarity	0.8366	NPC477692
Intermediate Similarity	0.8357	NPC477536
Intermediate Similarity	0.8356	NPC306816
Intermediate Similarity	0.8355	NPC146211
Intermediate Similarity	0.8345	NPC324488
Intermediate Similarity	0.8345	NPC301717
Intermediate Similarity	0.8345	NPC474300
Intermediate Similarity	0.8333	NPC258249
Intermediate Similarity	0.8333	NPC35744
Intermediate Similarity	0.8333	NPC34414
Intermediate Similarity	0.8333	NPC146647
Intermediate Similarity	0.8323	NPC278329
Intermediate Similarity	0.8323	NPC146837
Intermediate Similarity	0.8322	NPC291049
Intermediate Similarity	0.8322	NPC65775
Intermediate Similarity	0.8322	NPC233267
Intermediate Similarity	0.8322	NPC10027
Intermediate Similarity	0.8321	NPC45537
Intermediate Similarity	0.8321	NPC470841
Intermediate Similarity	0.8311	NPC252208
Intermediate Similarity	0.8311	NPC119767
Intermediate Similarity	0.8309	NPC224657
Intermediate Similarity	0.8301	NPC263483
Intermediate Similarity	0.8299	NPC478019
Intermediate Similarity	0.8299	NPC469764
Intermediate Similarity	0.8298	NPC288089
Intermediate Similarity	0.8296	NPC182646
Intermediate Similarity	0.8296	NPC93730
Intermediate Similarity	0.8288	NPC472840
Intermediate Similarity	0.8286	NPC474340
Intermediate Similarity	0.8278	NPC273483
Intermediate Similarity	0.8278	NPC40356
Intermediate Similarity	0.8278	NPC473967
Intermediate Similarity	0.8278	NPC154683
Intermediate Similarity	0.8278	NPC175978
Intermediate Similarity	0.8276	NPC145673
Intermediate Similarity	0.8276	NPC149780
Intermediate Similarity	0.8273	NPC31539
Intermediate Similarity	0.8269	NPC477689
Intermediate Similarity	0.8269	NPC17432
Intermediate Similarity	0.8267	NPC144010
Intermediate Similarity	0.8267	NPC158866
Intermediate Similarity	0.8267	NPC150928
Intermediate Similarity	0.8267	NPC325983
Intermediate Similarity	0.8264	NPC26924
Intermediate Similarity	0.8264	NPC473988
Intermediate Similarity	0.8264	NPC477408
Intermediate Similarity	0.8264	NPC18457
Intermediate Similarity	0.8261	NPC282923
Intermediate Similarity	0.8258	NPC24761
Intermediate Similarity	0.8255	NPC474107
Intermediate Similarity	0.8255	NPC256672
Intermediate Similarity	0.8255	NPC2569
Intermediate Similarity	0.8255	NPC186397
Intermediate Similarity	0.8255	NPC37135
Intermediate Similarity	0.8255	NPC95526
Intermediate Similarity	0.8255	NPC27221
Intermediate Similarity	0.8255	NPC37139
Intermediate Similarity	0.8255	NPC7025
Intermediate Similarity	0.8255	NPC172329
Intermediate Similarity	0.8252	NPC284184
Intermediate Similarity	0.8252	NPC301341
Intermediate Similarity	0.8248	NPC474264
Intermediate Similarity	0.8247	NPC474373
Intermediate Similarity	0.8247	NPC186113
Intermediate Similarity	0.8243	NPC225173
Intermediate Similarity	0.8243	NPC469758
Intermediate Similarity	0.8243	NPC163846
Intermediate Similarity	0.8243	NPC301949
Intermediate Similarity	0.8243	NPC471346
Intermediate Similarity	0.8243	NPC473927
Intermediate Similarity	0.8239	NPC161632
Intermediate Similarity	0.8239	NPC217914
Intermediate Similarity	0.8235	NPC4547
Intermediate Similarity	0.8235	NPC236189
Intermediate Similarity	0.8235	NPC107846
Intermediate Similarity	0.8231	NPC260152
Intermediate Similarity	0.8231	NPC471305
Intermediate Similarity	0.8228	NPC234331
Intermediate Similarity	0.8228	NPC472660
Intermediate Similarity	0.8224	NPC95842
Intermediate Similarity	0.8224	NPC474621
Intermediate Similarity	0.8224	NPC280530
Intermediate Similarity	0.8224	NPC474622
Intermediate Similarity	0.8224	NPC475770
Intermediate Similarity	0.8224	NPC178964
Intermediate Similarity	0.8224	NPC214632
Intermediate Similarity	0.8222	NPC46634
Intermediate Similarity	0.8219	NPC24075
Intermediate Similarity	0.8214	NPC205992
Intermediate Similarity	0.8214	NPC477412
Intermediate Similarity	0.8212	NPC72958
Intermediate Similarity	0.8212	NPC232645
Intermediate Similarity	0.8212	NPC145830
Intermediate Similarity	0.8212	NPC133856
Intermediate Similarity	0.8207	NPC477537
Intermediate Similarity	0.8207	NPC315578
Intermediate Similarity	0.8205	NPC212099
Intermediate Similarity	0.8205	NPC101116
Intermediate Similarity	0.82	NPC266499
Intermediate Similarity	0.82	NPC100985
Intermediate Similarity	0.82	NPC288036
Intermediate Similarity	0.82	NPC223988
Intermediate Similarity	0.82	NPC97029
Intermediate Similarity	0.82	NPC97028
Intermediate Similarity	0.82	NPC65589
Intermediate Similarity	0.82	NPC158338
Intermediate Similarity	0.82	NPC472298
Intermediate Similarity	0.8195	NPC54243
Intermediate Similarity	0.8194	NPC61590
Intermediate Similarity	0.8194	NPC4214
Intermediate Similarity	0.8188	NPC289042
Intermediate Similarity	0.8188	NPC7943
Intermediate Similarity	0.8188	NPC56433
Intermediate Similarity	0.8188	NPC118027
Intermediate Similarity	0.8188	NPC190648
Intermediate Similarity	0.8188	NPC123202
Intermediate Similarity	0.8188	NPC245584
Intermediate Similarity	0.8188	NPC312929
Intermediate Similarity	0.8188	NPC126767
Intermediate Similarity	0.8188	NPC22005
Intermediate Similarity	0.8188	NPC125801
Intermediate Similarity	0.8182	NPC232996
Intermediate Similarity	0.8182	NPC246647
Intermediate Similarity	0.8182	NPC44199
Intermediate Similarity	0.8182	NPC115861
Intermediate Similarity	0.8182	NPC96342
Intermediate Similarity	0.8182	NPC164110
Intermediate Similarity	0.8182	NPC212967
Intermediate Similarity	0.8182	NPC201127
Intermediate Similarity	0.8176	NPC32470
Intermediate Similarity	0.8176	NPC131766
Intermediate Similarity	0.8175	NPC320847
Intermediate Similarity	0.8169	NPC274876
Intermediate Similarity	0.8169	NPC27394
Intermediate Similarity	0.8165	NPC29160
Intermediate Similarity	0.8163	NPC117674
Intermediate Similarity	0.8163	NPC1534
Intermediate Similarity	0.8163	NPC163948
Intermediate Similarity	0.8163	NPC310340

Drug Structure

NPD2346 OpenBabel08211702172D 22 24 0 0 0 0 0 0 0 0999 V2000 -3.4641 0.0000 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 2.5981 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 1.7321 2.0000 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 2.0000 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 -2.5981 0.5000 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 1.7321 -0.0000 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 -0.8660 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 0.0000 2.0000 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 0.8660 0.5000 0.0000 C 0 0 0 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 3.4641 -1.0000 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 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 13 1 0 0 0 0 8 11 1 0 0 0 0 8 14 1 0 0 0 0 9 10 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 16 2 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 15 20 2 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008193
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	282.09
ALogP	0.6611
MLogP	2.89
XLogP	3.589
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	63.6
RO5 Violation	0