NPASS drugs

Drug Information

Drug ID:	NPD5950
Drug Name:	TAK-778
Molecular Formula:	C24H28NO7PS
Canonical SMILES:	CCOP(=O)(Cc1ccc(cc1)NC(=O)[C@@H]1S[C@@H](C)C(=O)c2c(C1)cc1OCOc1c2)OCC
Standard InCHI:	InChI=1S/C24H28NO7PS/c1-4-31-33(28,32-5-2)13-16-6-8-18(9-7-16)25-24(27)22-11-17-10-20-21(30-14-29-20)12-19(17)23(26)15(3)34-22/h6-10,12,15,22H,4-5,11,13-14H2,1-3H3,(H,25,27)/t15-,22+/m0/s1
Standard InCHIKey:	WXACSCNLLDFZHE-OYHNWAKOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5950

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	259
0.1-0.2	1743
0.2-0.3	5638
0.3-0.4	6942
0.4-0.5	6488
0.5-0.6	9261
0.6-0.7	538
0.7-0.8	21
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	0.7824	NPC283810
Intermediate Similarity	0.7685	NPC71124
Intermediate Similarity	0.767	NPC207971
Intermediate Similarity	0.7662	NPC254957
Intermediate Similarity	0.7633	NPC268077
Intermediate Similarity	0.7561	NPC5374
Intermediate Similarity	0.7551	NPC85613
Intermediate Similarity	0.7395	NPC55470
Intermediate Similarity	0.7393	NPC222561
Intermediate Similarity	0.7374	NPC5167
Intermediate Similarity	0.7337	NPC121400
Intermediate Similarity	0.7156	NPC298449
Intermediate Similarity	0.7136	NPC67978
Intermediate Similarity	0.7136	NPC303581
Intermediate Similarity	0.7121	NPC86469
Intermediate Similarity	0.7116	NPC90185
Intermediate Similarity	0.7108	NPC116007
Intermediate Similarity	0.707	NPC308943
Intermediate Similarity	0.7065	NPC308267
Intermediate Similarity	0.7037	NPC207873
Intermediate Similarity	0.7037	NPC100573
Remote Similarity	0.6995	NPC470708
Remote Similarity	0.695	NPC73280
Remote Similarity	0.6942	NPC83511
Remote Similarity	0.6854	NPC193906
Remote Similarity	0.6854	NPC23080
Remote Similarity	0.682	NPC38961
Remote Similarity	0.6796	NPC27887
Remote Similarity	0.6794	NPC477259
Remote Similarity	0.6794	NPC169387
Remote Similarity	0.6789	NPC137920
Remote Similarity	0.6789	NPC125134
Remote Similarity	0.6789	NPC86455
Remote Similarity	0.6787	NPC186569
Remote Similarity	0.6787	NPC61731
Remote Similarity	0.6784	NPC153631
Remote Similarity	0.6784	NPC24954
Remote Similarity	0.6765	NPC4669
Remote Similarity	0.6754	NPC469978
Remote Similarity	0.675	NPC471652
Remote Similarity	0.6726	NPC227361
Remote Similarity	0.6726	NPC124658
Remote Similarity	0.6718	NPC119669
Remote Similarity	0.6717	NPC93653
Remote Similarity	0.6714	NPC469815
Remote Similarity	0.6714	NPC469816
Remote Similarity	0.6701	NPC470088
Remote Similarity	0.6697	NPC85661
Remote Similarity	0.6681	NPC195120
Remote Similarity	0.6681	NPC87560
Remote Similarity	0.6667	NPC25961
Remote Similarity	0.6667	NPC472163
Remote Similarity	0.6652	NPC46679
Remote Similarity	0.665	NPC207721
Remote Similarity	0.6622	NPC171882
Remote Similarity	0.6622	NPC121510
Remote Similarity	0.6605	NPC477258
Remote Similarity	0.6605	NPC125924
Remote Similarity	0.66	NPC257763
Remote Similarity	0.6597	NPC28398
Remote Similarity	0.658	NPC46880
Remote Similarity	0.6579	NPC256422
Remote Similarity	0.6574	NPC24228
Remote Similarity	0.6571	NPC249405
Remote Similarity	0.6564	NPC313327
Remote Similarity	0.6555	NPC314659
Remote Similarity	0.6552	NPC306669
Remote Similarity	0.655	NPC157983
Remote Similarity	0.655	NPC118154
Remote Similarity	0.654	NPC154922
Remote Similarity	0.6538	NPC287588
Remote Similarity	0.6535	NPC299582
Remote Similarity	0.6533	NPC91234
Remote Similarity	0.6526	NPC312531
Remote Similarity	0.6525	NPC22481
Remote Similarity	0.6522	NPC286683
Remote Similarity	0.6516	NPC475147
Remote Similarity	0.6515	NPC58661
Remote Similarity	0.6514	NPC212163
Remote Similarity	0.6514	NPC207239
Remote Similarity	0.6507	NPC197335
Remote Similarity	0.6498	NPC253675
Remote Similarity	0.6485	NPC135006
Remote Similarity	0.648	NPC24257
Remote Similarity	0.648	NPC153620
Remote Similarity	0.6476	NPC290227
Remote Similarity	0.6476	NPC146976
Remote Similarity	0.6473	NPC46990
Remote Similarity	0.6471	NPC231198
Remote Similarity	0.6468	NPC100863
Remote Similarity	0.6465	NPC226708
Remote Similarity	0.6462	NPC327052
Remote Similarity	0.6462	NPC229787
Remote Similarity	0.646	NPC10732
Remote Similarity	0.6459	NPC222524
Remote Similarity	0.6455	NPC295676
Remote Similarity	0.645	NPC169742
Remote Similarity	0.645	NPC93593
Remote Similarity	0.6447	NPC240684
Remote Similarity	0.6445	NPC179704
Remote Similarity	0.6444	NPC182907
Remote Similarity	0.6444	NPC189903
Remote Similarity	0.6432	NPC18306
Remote Similarity	0.6432	NPC236668
Remote Similarity	0.6422	NPC148124
Remote Similarity	0.6421	NPC89504
Remote Similarity	0.6421	NPC88065
Remote Similarity	0.6421	NPC95485
Remote Similarity	0.6419	NPC126556
Remote Similarity	0.6415	NPC49184
Remote Similarity	0.6414	NPC127827
Remote Similarity	0.6413	NPC477161
Remote Similarity	0.6411	NPC287152
Remote Similarity	0.6408	NPC471604
Remote Similarity	0.6406	NPC230313
Remote Similarity	0.6406	NPC243626
Remote Similarity	0.6405	NPC113455
Remote Similarity	0.6402	NPC108342
Remote Similarity	0.64	NPC475133
Remote Similarity	0.64	NPC220577
Remote Similarity	0.6398	NPC278525
Remote Similarity	0.6396	NPC475959
Remote Similarity	0.6393	NPC124302
Remote Similarity	0.6393	NPC14622
Remote Similarity	0.6393	NPC70290
Remote Similarity	0.6393	NPC215098
Remote Similarity	0.6393	NPC73020
Remote Similarity	0.6393	NPC46744
Remote Similarity	0.6388	NPC470482
Remote Similarity	0.6388	NPC470481
Remote Similarity	0.6387	NPC225745
Remote Similarity	0.6387	NPC252107
Remote Similarity	0.6385	NPC87391
Remote Similarity	0.6379	NPC99724
Remote Similarity	0.6373	NPC68619
Remote Similarity	0.6372	NPC474904
Remote Similarity	0.6372	NPC141440
Remote Similarity	0.6368	NPC308555
Remote Similarity	0.6368	NPC156728
Remote Similarity	0.6368	NPC244606
Remote Similarity	0.6364	NPC470082
Remote Similarity	0.6359	NPC30216
Remote Similarity	0.6355	NPC106786
Remote Similarity	0.6349	NPC266425
Remote Similarity	0.6345	NPC296575
Remote Similarity	0.6344	NPC295479
Remote Similarity	0.6344	NPC220241
Remote Similarity	0.6341	NPC59567
Remote Similarity	0.634	NPC476436
Remote Similarity	0.6338	NPC102760
Remote Similarity	0.6336	NPC225279
Remote Similarity	0.6335	NPC120671
Remote Similarity	0.6335	NPC72788
Remote Similarity	0.6335	NPC226652
Remote Similarity	0.6335	NPC99078
Remote Similarity	0.6335	NPC314100
Remote Similarity	0.633	NPC198401
Remote Similarity	0.6329	NPC284842
Remote Similarity	0.6327	NPC120239
Remote Similarity	0.6326	NPC471650
Remote Similarity	0.6326	NPC474009
Remote Similarity	0.6324	NPC139506
Remote Similarity	0.6324	NPC292143
Remote Similarity	0.6323	NPC41216
Remote Similarity	0.6321	NPC470962
Remote Similarity	0.6318	NPC118332
Remote Similarity	0.6318	NPC17677
Remote Similarity	0.6316	NPC119722
Remote Similarity	0.6314	NPC248903
Remote Similarity	0.6311	NPC478075
Remote Similarity	0.6305	NPC254163
Remote Similarity	0.6303	NPC35680
Remote Similarity	0.6303	NPC474688
Remote Similarity	0.6302	NPC194359
Remote Similarity	0.6302	NPC28641
Remote Similarity	0.6302	NPC470707
Remote Similarity	0.6302	NPC220923
Remote Similarity	0.63	NPC475722
Remote Similarity	0.63	NPC37220
Remote Similarity	0.6298	NPC241055
Remote Similarity	0.6296	NPC475844
Remote Similarity	0.6293	NPC325122
Remote Similarity	0.6292	NPC160113
Remote Similarity	0.6292	NPC476220
Remote Similarity	0.6288	NPC268223
Remote Similarity	0.6286	NPC285941
Remote Similarity	0.6286	NPC124313
Remote Similarity	0.6284	NPC302001
Remote Similarity	0.6283	NPC73883
Remote Similarity	0.6283	NPC251454
Remote Similarity	0.6283	NPC196609
Remote Similarity	0.6283	NPC255817
Remote Similarity	0.6283	NPC136330
Remote Similarity	0.6283	NPC180647
Remote Similarity	0.6283	NPC277042
Remote Similarity	0.6283	NPC230698
Remote Similarity	0.6283	NPC205178
Remote Similarity	0.6282	NPC144452
Remote Similarity	0.6281	NPC469540
Remote Similarity	0.6281	NPC469539

Drug Structure

NPD5950 OpenBabel08211708292D 35 38 0 0 1 0 0 0 0 0999 V2000 1.0000 1.7321 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 -3.4984 0.1361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 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 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1083 2.3051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4972 2.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8102 0.3274 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 -9.3372 0.9578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2314 0.8163 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1774 1.9398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0283 0.9509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8901 1.6816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7410 0.6928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1623 0.4509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2370 -0.5463 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 4.3301 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 -8.8766 1.8454 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6354 0.2455 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 -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 -3.9367 1.7718 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 4 31 1 0 0 0 0 5 32 1 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 17 2 0 0 0 0 10 20 1 0 0 0 0 11 17 1 0 0 0 0 11 22 1 0 0 0 0 12 19 2 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 33 1 0 0 0 0 14 29 1 0 0 0 0 14 30 1 0 0 0 0 15 3 1 1 0 0 0 15 23 1 0 0 0 0 15 34 1 0 0 0 0 17 19 1 0 0 0 0 18 25 1 0 0 0 0 19 23 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 1 6 0 0 0 22 34 1 0 0 0 0 23 26 2 0 0 0 0 24 25 1 0 0 0 0 24 27 2 0 0 0 0 25 35 1 0 0 0 0 28 33 2 0 0 0 0 31 33 1 0 0 0 0 32 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000421
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	505.13
ALogP	-0.5254
MLogP	3
XLogP	3.13
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	135.27
RO5 Violation	0