NPASS drugs

Drug Information

Drug ID:	NPD5548
Drug Name:
Molecular Formula:	C23H25F3N2O5S
Canonical SMILES:	OC(=O)C1Cc2c(C1)c(ccc2)S(=O)(=O)N1[C@H](C)CN(C[C@@H]1C)c1ccc(cc1)OC(F)(F)F
Standard InCHI:	InChI=1S/C23H25F3N2O5S/c1-14-12-27(18-6-8-19(9-7-18)33-23(24,25)26)13-15(2)28(14)34(31,32)21-5-3-4-16-10-17(22(29)30)11-20(16)21/h3-9,14-15,17H,10-13H2,1-2H3,(H,29,30)/t14-,15+,17?
Standard InCHIKey:	FNUIAXIWDUBUGM-FKEKPDDDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5548

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	227
0.1-0.2	1174
0.2-0.3	4325
0.3-0.4	8432
0.4-0.5	11562
0.5-0.6	4816
0.6-0.7	353
0.7-0.8	1
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	0.7385	NPC21425
Remote Similarity	0.6965	NPC474059
Remote Similarity	0.6863	NPC203972
Remote Similarity	0.6852	NPC234772
Remote Similarity	0.6754	NPC93653
Remote Similarity	0.6683	NPC28510
Remote Similarity	0.6604	NPC474077
Remote Similarity	0.6588	NPC138830
Remote Similarity	0.6585	NPC477186
Remote Similarity	0.6573	NPC207971
Remote Similarity	0.6571	NPC71124
Remote Similarity	0.6571	NPC17677
Remote Similarity	0.657	NPC473004
Remote Similarity	0.6564	NPC24954
Remote Similarity	0.6564	NPC314725
Remote Similarity	0.6564	NPC313375
Remote Similarity	0.656	NPC472098
Remote Similarity	0.6558	NPC478075
Remote Similarity	0.6553	NPC5630
Remote Similarity	0.6553	NPC473569
Remote Similarity	0.6546	NPC199737
Remote Similarity	0.6542	NPC268077
Remote Similarity	0.6535	NPC288305
Remote Similarity	0.6532	NPC288110
Remote Similarity	0.6531	NPC472115
Remote Similarity	0.6531	NPC472114
Remote Similarity	0.6512	NPC195787
Remote Similarity	0.6512	NPC246140
Remote Similarity	0.6493	NPC193906
Remote Similarity	0.6493	NPC23080
Remote Similarity	0.649	NPC204970
Remote Similarity	0.6468	NPC269449
Remote Similarity	0.6462	NPC230942
Remote Similarity	0.6462	NPC315498
Remote Similarity	0.6442	NPC22476
Remote Similarity	0.6438	NPC82541
Remote Similarity	0.6432	NPC474814
Remote Similarity	0.6432	NPC112336
Remote Similarity	0.6429	NPC230313
Remote Similarity	0.6409	NPC127996
Remote Similarity	0.6409	NPC119722
Remote Similarity	0.6404	NPC85613
Remote Similarity	0.6402	NPC471489
Remote Similarity	0.6396	NPC70172
Remote Similarity	0.6394	NPC174629
Remote Similarity	0.6389	NPC87714
Remote Similarity	0.6389	NPC475147
Remote Similarity	0.6385	NPC5374
Remote Similarity	0.6381	NPC254957
Remote Similarity	0.636	NPC476436
Remote Similarity	0.6359	NPC473007
Remote Similarity	0.6356	NPC472099
Remote Similarity	0.6355	NPC127178
Remote Similarity	0.6355	NPC67904
Remote Similarity	0.6351	NPC198401
Remote Similarity	0.635	NPC85482
Remote Similarity	0.6349	NPC185838
Remote Similarity	0.634	NPC315257
Remote Similarity	0.6339	NPC96321
Remote Similarity	0.6338	NPC265642
Remote Similarity	0.6338	NPC132874
Remote Similarity	0.6338	NPC138615
Remote Similarity	0.6338	NPC218733
Remote Similarity	0.6338	NPC100863
Remote Similarity	0.6335	NPC428
Remote Similarity	0.6335	NPC246587
Remote Similarity	0.6335	NPC24233
Remote Similarity	0.6335	NPC147390
Remote Similarity	0.6335	NPC135538
Remote Similarity	0.6335	NPC476571
Remote Similarity	0.6332	NPC473458
Remote Similarity	0.6329	NPC33902
Remote Similarity	0.6329	NPC276674
Remote Similarity	0.6327	NPC46259
Remote Similarity	0.6324	NPC287588
Remote Similarity	0.6323	NPC152768
Remote Similarity	0.6323	NPC148183
Remote Similarity	0.6318	NPC471304
Remote Similarity	0.6316	NPC473008
Remote Similarity	0.6316	NPC231924
Remote Similarity	0.631	NPC213206
Remote Similarity	0.631	NPC474915
Remote Similarity	0.631	NPC188163
Remote Similarity	0.631	NPC328750
Remote Similarity	0.6305	NPC285941
Remote Similarity	0.6293	NPC474192
Remote Similarity	0.6293	NPC475720
Remote Similarity	0.6286	NPC203628
Remote Similarity	0.6283	NPC179825
Remote Similarity	0.6283	NPC476151
Remote Similarity	0.6283	NPC191376
Remote Similarity	0.6283	NPC10653
Remote Similarity	0.6283	NPC321505
Remote Similarity	0.6283	NPC318525
Remote Similarity	0.6278	NPC189661
Remote Similarity	0.6276	NPC63210
Remote Similarity	0.6276	NPC97380
Remote Similarity	0.6276	NPC263709
Remote Similarity	0.6276	NPC310403
Remote Similarity	0.6276	NPC148468
Remote Similarity	0.6276	NPC243673
Remote Similarity	0.6274	NPC243626
Remote Similarity	0.6273	NPC475133
Remote Similarity	0.6273	NPC477160
Remote Similarity	0.6268	NPC320088
Remote Similarity	0.6263	NPC9373
Remote Similarity	0.6261	NPC10732
Remote Similarity	0.6261	NPC159815
Remote Similarity	0.6257	NPC314682
Remote Similarity	0.6256	NPC476441
Remote Similarity	0.6256	NPC226708
Remote Similarity	0.625	NPC475959
Remote Similarity	0.6244	NPC474058
Remote Similarity	0.6244	NPC5167
Remote Similarity	0.6239	NPC160113
Remote Similarity	0.6239	NPC476220
Remote Similarity	0.6238	NPC477185
Remote Similarity	0.6238	NPC474904
Remote Similarity	0.6232	NPC179704
Remote Similarity	0.6231	NPC52059
Remote Similarity	0.6231	NPC299582
Remote Similarity	0.6231	NPC470069
Remote Similarity	0.6225	NPC477187
Remote Similarity	0.6223	NPC476429
Remote Similarity	0.6222	NPC126556
Remote Similarity	0.6221	NPC1464
Remote Similarity	0.6218	NPC477565
Remote Similarity	0.6218	NPC103379
Remote Similarity	0.6214	NPC190461
Remote Similarity	0.621	NPC472111
Remote Similarity	0.6203	NPC204156
Remote Similarity	0.6202	NPC249405
Remote Similarity	0.62	NPC278887
Remote Similarity	0.6193	NPC301163
Remote Similarity	0.6193	NPC473460
Remote Similarity	0.619	NPC230098
Remote Similarity	0.6188	NPC126676
Remote Similarity	0.6188	NPC469671
Remote Similarity	0.6186	NPC88249
Remote Similarity	0.6186	NPC151895
Remote Similarity	0.6186	NPC220858
Remote Similarity	0.6186	NPC192768
Remote Similarity	0.6186	NPC97221
Remote Similarity	0.6184	NPC128476
Remote Similarity	0.6182	NPC193238
Remote Similarity	0.6175	NPC257390
Remote Similarity	0.6175	NPC232600
Remote Similarity	0.6168	NPC303214
Remote Similarity	0.6167	NPC222046
Remote Similarity	0.6166	NPC7467
Remote Similarity	0.6166	NPC144691
Remote Similarity	0.6164	NPC14339
Remote Similarity	0.6161	NPC473006
Remote Similarity	0.6161	NPC312531
Remote Similarity	0.6158	NPC210415
Remote Similarity	0.6158	NPC293255
Remote Similarity	0.6158	NPC476425
Remote Similarity	0.6158	NPC298851
Remote Similarity	0.6158	NPC128019
Remote Similarity	0.6158	NPC21752
Remote Similarity	0.6158	NPC476567
Remote Similarity	0.6158	NPC276993
Remote Similarity	0.6158	NPC181138
Remote Similarity	0.6158	NPC136860
Remote Similarity	0.6157	NPC148124
Remote Similarity	0.6154	NPC329567
Remote Similarity	0.6154	NPC478076
Remote Similarity	0.6154	NPC330683
Remote Similarity	0.6147	NPC473005
Remote Similarity	0.6142	NPC184026
Remote Similarity	0.6142	NPC211525
Remote Similarity	0.6142	NPC278799
Remote Similarity	0.6142	NPC110416
Remote Similarity	0.6142	NPC249797
Remote Similarity	0.6142	NPC469817
Remote Similarity	0.6142	NPC172765
Remote Similarity	0.6142	NPC189266
Remote Similarity	0.6142	NPC5238
Remote Similarity	0.6142	NPC2413
Remote Similarity	0.6142	NPC153694
Remote Similarity	0.6142	NPC127674
Remote Similarity	0.6142	NPC193949
Remote Similarity	0.6142	NPC93593
Remote Similarity	0.6142	NPC295691
Remote Similarity	0.6142	NPC39701
Remote Similarity	0.6142	NPC207757
Remote Similarity	0.6142	NPC54379
Remote Similarity	0.6142	NPC204828
Remote Similarity	0.6142	NPC276588
Remote Similarity	0.6139	NPC471778
Remote Similarity	0.6134	NPC60538
Remote Similarity	0.6134	NPC304837
Remote Similarity	0.6134	NPC207824
Remote Similarity	0.6134	NPC476258
Remote Similarity	0.6134	NPC469450
Remote Similarity	0.6134	NPC475816
Remote Similarity	0.6131	NPC111485
Remote Similarity	0.6131	NPC191863
Remote Similarity	0.6131	NPC289776
Remote Similarity	0.6131	NPC133470

Drug Structure

NPD5548 OpenBabel08211708292D 35 38 0 0 1 0 0 0 0 0999 V2000 -0.9744 -1.6876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9744 1.6876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 -3.4103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.8974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 -2.4359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3846 0.8438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3846 -0.8438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3590 0.8438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3590 -0.8438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7705 -3.7113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7705 -2.1348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4359 -0.8438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4359 0.8438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4615 -0.8438 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4615 0.8438 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8438 -3.4103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3432 -2.9231 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.8974 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8462 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 -2.4359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3176 -2.9231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3077 0.8438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3077 1.8182 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.4639 1.3310 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.2821 0.8438 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.9231 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9744 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8047 -2.0793 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8047 -3.7669 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9744 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8205 -0.0000 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 3.3176 -4.6107 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 16 1 0 0 0 0 5 21 2 0 0 0 0 6 8 1 0 0 0 0 6 18 2 0 0 0 0 7 9 2 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 10 17 1 0 0 0 0 11 17 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 1 1 1 0 0 0 14 28 1 0 0 0 0 15 2 1 1 0 0 0 15 28 1 0 0 0 0 16 20 2 0 0 0 0 17 22 1 0 0 0 0 18 27 1 0 0 0 0 19 33 1 0 0 0 0 20 21 1 0 0 0 0 21 34 1 0 0 0 0 22 29 2 0 0 0 0 22 30 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 23 33 1 0 0 0 0 28 34 1 0 0 0 0 30 35 1 0 0 0 0 31 34 2 0 0 0 0 32 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000143
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	498.14
ALogP	1.4441
MLogP	2.78
XLogP	4.717
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	95.53
RO5 Violation	0