NPASS drugs

Drug Information

Drug ID:	NPD6544
Drug Name:	TA-5538
Molecular Formula:	C26H28F7N3O4
Canonical SMILES:	OCCN=C(O[C@H]1CCN([C@H](C1)c1ccc(cc1C)F)C(=O)N(Cc1cc(cc(c1)C(F)(F)F)C(F)(F)F)C)O
Standard InCHI:	InChI=1S/C26H28F7N3O4/c1-15-9-19(27)3-4-21(15)22-13-20(40-23(38)34-6-8-37)5-7-36(22)24(39)35(2)14-16-10-17(25(28,29)30)12-18(11-16)26(31,32)33/h3-4,9-12,20,22,37H,5-8,13-14H2,1-2H3,(H,34,38)/t20-,22+/m0/s1
Standard InCHIKey:	GSMKNGDRNQAABY-RBBKRZOGSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6544

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	94
0.1-0.2	746
0.2-0.3	2405
0.3-0.4	11921
0.4-0.5	13166
0.5-0.6	2346
0.6-0.7	211
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	0.7266	NPC314192
Remote Similarity	0.6889	NPC292758
Remote Similarity	0.6889	NPC65855
Remote Similarity	0.6713	NPC326232
Remote Similarity	0.6693	NPC470926
Remote Similarity	0.6667	NPC8761
Remote Similarity	0.6667	NPC44805
Remote Similarity	0.6601	NPC478140
Remote Similarity	0.66	NPC157311
Remote Similarity	0.6577	NPC40488
Remote Similarity	0.6549	NPC470544
Remote Similarity	0.6519	NPC194390
Remote Similarity	0.6519	NPC88267
Remote Similarity	0.6519	NPC224610
Remote Similarity	0.6519	NPC113326
Remote Similarity	0.6507	NPC252878
Remote Similarity	0.6506	NPC73644
Remote Similarity	0.6503	NPC470545
Remote Similarity	0.6493	NPC239854
Remote Similarity	0.6471	NPC313352
Remote Similarity	0.6467	NPC469666
Remote Similarity	0.6463	NPC46427
Remote Similarity	0.6458	NPC470546
Remote Similarity	0.6447	NPC246913
Remote Similarity	0.6443	NPC136453
Remote Similarity	0.641	NPC239762
Remote Similarity	0.641	NPC163392
Remote Similarity	0.64	NPC71933
Remote Similarity	0.64	NPC105114
Remote Similarity	0.64	NPC152850
Remote Similarity	0.64	NPC89923
Remote Similarity	0.64	NPC239990
Remote Similarity	0.64	NPC319766
Remote Similarity	0.6395	NPC317474
Remote Similarity	0.6395	NPC84281
Remote Similarity	0.6395	NPC169485
Remote Similarity	0.6395	NPC213126
Remote Similarity	0.6395	NPC291027
Remote Similarity	0.637	NPC476990
Remote Similarity	0.637	NPC45777
Remote Similarity	0.637	NPC477061
Remote Similarity	0.6351	NPC35996
Remote Similarity	0.6346	NPC77992
Remote Similarity	0.6329	NPC161069
Remote Similarity	0.6327	NPC202521
Remote Similarity	0.6323	NPC79465
Remote Similarity	0.6323	NPC474811
Remote Similarity	0.6323	NPC151706
Remote Similarity	0.6323	NPC49577
Remote Similarity	0.6323	NPC90194
Remote Similarity	0.6323	NPC474855
Remote Similarity	0.6323	NPC476102
Remote Similarity	0.6323	NPC9687
Remote Similarity	0.6323	NPC118099
Remote Similarity	0.6323	NPC273907
Remote Similarity	0.6323	NPC474787
Remote Similarity	0.6323	NPC260045
Remote Similarity	0.6323	NPC293377
Remote Similarity	0.6323	NPC475598
Remote Similarity	0.6323	NPC76785
Remote Similarity	0.6323	NPC475318
Remote Similarity	0.6316	NPC311242
Remote Similarity	0.6316	NPC69496
Remote Similarity	0.6309	NPC285394
Remote Similarity	0.6309	NPC307020
Remote Similarity	0.6296	NPC94602
Remote Similarity	0.6296	NPC212799
Remote Similarity	0.6294	NPC33742
Remote Similarity	0.6288	NPC329430
Remote Similarity	0.6282	NPC127741
Remote Similarity	0.6267	NPC474847
Remote Similarity	0.6266	NPC243162
Remote Similarity	0.625	NPC101139
Remote Similarity	0.625	NPC209509
Remote Similarity	0.6242	NPC6975
Remote Similarity	0.6235	NPC472100
Remote Similarity	0.6234	NPC325479
Remote Similarity	0.6234	NPC246079
Remote Similarity	0.6233	NPC314992
Remote Similarity	0.6232	NPC473418
Remote Similarity	0.6228	NPC477157
Remote Similarity	0.6228	NPC477156
Remote Similarity	0.6224	NPC35850
Remote Similarity	0.6224	NPC276949
Remote Similarity	0.6216	NPC316896
Remote Similarity	0.6216	NPC71684
Remote Similarity	0.6212	NPC471309
Remote Similarity	0.6207	NPC2265
Remote Similarity	0.6194	NPC233910
Remote Similarity	0.6194	NPC245836
Remote Similarity	0.6194	NPC287401
Remote Similarity	0.6188	NPC475128
Remote Similarity	0.6178	NPC471264
Remote Similarity	0.6178	NPC471265
Remote Similarity	0.6176	NPC214200
Remote Similarity	0.6176	NPC228400
Remote Similarity	0.6173	NPC138775
Remote Similarity	0.6173	NPC116519
Remote Similarity	0.6173	NPC328824
Remote Similarity	0.6165	NPC58674
Remote Similarity	0.6164	NPC269398
Remote Similarity	0.6164	NPC263493
Remote Similarity	0.6163	NPC233650
Remote Similarity	0.6159	NPC47667
Remote Similarity	0.6154	NPC132847
Remote Similarity	0.6154	NPC471527
Remote Similarity	0.6145	NPC256288
Remote Similarity	0.6144	NPC111428
Remote Similarity	0.6144	NPC473322
Remote Similarity	0.6139	NPC477557
Remote Similarity	0.6136	NPC475427
Remote Similarity	0.6135	NPC105717
Remote Similarity	0.6133	NPC175726
Remote Similarity	0.6133	NPC474082
Remote Similarity	0.6127	NPC169743
Remote Similarity	0.6127	NPC134858
Remote Similarity	0.6125	NPC139326
Remote Similarity	0.6122	NPC310467
Remote Similarity	0.6121	NPC475959
Remote Similarity	0.6119	NPC25565
Remote Similarity	0.6115	NPC211551
Remote Similarity	0.6111	NPC2933
Remote Similarity	0.6111	NPC314114
Remote Similarity	0.6102	NPC2314
Remote Similarity	0.6101	NPC476259
Remote Similarity	0.6095	NPC62104
Remote Similarity	0.6095	NPC1390
Remote Similarity	0.609	NPC313663
Remote Similarity	0.609	NPC322040
Remote Similarity	0.6087	NPC188163
Remote Similarity	0.6087	NPC213206
Remote Similarity	0.6087	NPC476978
Remote Similarity	0.6087	NPC470925
Remote Similarity	0.6087	NPC474915
Remote Similarity	0.6087	NPC328750
Remote Similarity	0.6084	NPC269340
Remote Similarity	0.6084	NPC473341
Remote Similarity	0.6084	NPC122590
Remote Similarity	0.6082	NPC472101
Remote Similarity	0.6082	NPC472120
Remote Similarity	0.6077	NPC259626
Remote Similarity	0.6076	NPC68865
Remote Similarity	0.6074	NPC475439
Remote Similarity	0.6074	NPC473501
Remote Similarity	0.6074	NPC260194
Remote Similarity	0.6074	NPC475578
Remote Similarity	0.6065	NPC255447
Remote Similarity	0.6063	NPC104070
Remote Similarity	0.6062	NPC168113
Remote Similarity	0.6062	NPC469426
Remote Similarity	0.6062	NPC469427
Remote Similarity	0.6061	NPC245259
Remote Similarity	0.6061	NPC476151
Remote Similarity	0.6057	NPC150879
Remote Similarity	0.6057	NPC210140
Remote Similarity	0.6054	NPC169328
Remote Similarity	0.6051	NPC64897
Remote Similarity	0.6051	NPC248283
Remote Similarity	0.6051	NPC90693
Remote Similarity	0.6049	NPC473922
Remote Similarity	0.6049	NPC315266
Remote Similarity	0.6045	NPC161972
Remote Similarity	0.6045	NPC303045
Remote Similarity	0.6044	NPC473615
Remote Similarity	0.604	NPC478014
Remote Similarity	0.604	NPC478015
Remote Similarity	0.604	NPC478016
Remote Similarity	0.604	NPC190663
Remote Similarity	0.604	NPC80150
Remote Similarity	0.6039	NPC295478
Remote Similarity	0.6039	NPC8305
Remote Similarity	0.6039	NPC66177
Remote Similarity	0.6039	NPC268763
Remote Similarity	0.6037	NPC264589
Remote Similarity	0.6037	NPC473541
Remote Similarity	0.6037	NPC185838
Remote Similarity	0.6034	NPC231198
Remote Similarity	0.6034	NPC11149
Remote Similarity	0.6031	NPC470877
Remote Similarity	0.6026	NPC257390
Remote Similarity	0.6026	NPC472415
Remote Similarity	0.6025	NPC176226
Remote Similarity	0.6025	NPC314682
Remote Similarity	0.6025	NPC197682
Remote Similarity	0.6024	NPC246587
Remote Similarity	0.6024	NPC24233
Remote Similarity	0.6024	NPC147390
Remote Similarity	0.6024	NPC476571
Remote Similarity	0.6024	NPC135538
Remote Similarity	0.6024	NPC300443
Remote Similarity	0.6024	NPC428
Remote Similarity	0.6023	NPC158148
Remote Similarity	0.6023	NPC241055
Remote Similarity	0.6023	NPC82533
Remote Similarity	0.6023	NPC290759
Remote Similarity	0.6023	NPC266176
Remote Similarity	0.6014	NPC220698
Remote Similarity	0.6014	NPC329375
Remote Similarity	0.6014	NPC237420
Remote Similarity	0.6013	NPC65310

Drug Structure

NPD6544 OpenBabel08211710072D 42 44 0 0 1 0 0 0 0 0999 V2000 2.5981 -1.5000 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 1.7321 1.0000 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 -2.5981 -3.5000 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 -4.5000 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 -1.7321 4.0000 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 -3.4641 4.0000 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 2.5000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 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 0.0000 -2.0000 0.0000 C 0 0 1 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 -0.5000 0.0000 C 0 0 2 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 6.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 5.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 1.6340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 1.6340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 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 0.8660 1.5000 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 -3.4641 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 35 1 0 0 0 0 3 4 1 0 0 0 0 3 19 2 0 0 0 0 4 21 2 0 0 0 0 5 7 1 0 0 0 0 5 20 1 0 0 0 0 6 8 1 0 0 0 0 6 34 1 0 0 0 0 7 36 1 0 0 0 0 8 37 1 0 0 0 0 9 15 2 0 0 0 0 9 19 1 0 0 0 0 10 16 2 0 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 11 18 2 0 0 0 0 12 17 2 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 13 22 1 0 0 0 0 14 16 1 0 0 0 0 14 35 1 0 0 0 0 15 21 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 40 1 1 0 0 0 22 21 1 1 0 0 0 22 36 1 0 0 0 0 23 34 2 3 0 0 0 23 38 1 0 0 0 0 23 40 1 0 0 0 0 24 35 1 0 0 0 0 24 36 1 0 0 0 0 24 39 2 0 0 0 0 25 28 1 0 0 0 0 25 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 26 32 1 0 0 0 0 26 33 1 0 0 0 0 37 41 1 0 0 0 0 38 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000411
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	579.20
ALogP	1.9468
MLogP	2.78
XLogP	6.654
HDA	7
HBD	2
Rotatable Bonds	22
TPSA	85.6
RO5 Violation	2