NPASS drugs

Drug Information

Drug ID:	NPD6296
Drug Name:	PAI-1 inhibitors, Berlex
Molecular Formula:	C25H30N2O7
Canonical SMILES:	C[C@@H]1CC[C@H]([C@@H](C1)OCC(=Nc1cc(ccc1N(=O)=O)Oc1ccc(cc1)C(=O)O)O)C(C)C
Standard InCHI:	InChI=1S/C25H30N2O7/c1-15(2)20-10-4-16(3)12-23(20)33-14-24(28)26-21-13-19(9-11-22(21)27(31)32)34-18-7-5-17(6-8-18)25(29)30/h5-9,11,13,15-16,20,23H,4,10,12,14H2,1-3H3,(H,26,28)(H,29,30)/t16-,20+,23-/m1/s1
Standard InCHIKey:	GXGODOFIHUMDRB-NIJIEXERSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6296

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	241
0.1-0.2	1182
0.2-0.3	3211
0.3-0.4	8351
0.4-0.5	4225
0.5-0.6	10340
0.6-0.7	3314
0.7-0.8	26
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	0.7487	NPC9475
Intermediate Similarity	0.7441	NPC85661
Intermediate Similarity	0.7393	NPC46679
Intermediate Similarity	0.7371	NPC186569
Intermediate Similarity	0.7371	NPC61731
Intermediate Similarity	0.7358	NPC171882
Intermediate Similarity	0.7358	NPC121510
Intermediate Similarity	0.7336	NPC91234
Intermediate Similarity	0.7302	NPC227361
Intermediate Similarity	0.7302	NPC124658
Intermediate Similarity	0.7277	NPC471561
Intermediate Similarity	0.7256	NPC477826
Intermediate Similarity	0.7256	NPC477827
Intermediate Similarity	0.7251	NPC38961
Intermediate Similarity	0.7222	NPC315631
Intermediate Similarity	0.7215	NPC256422
Intermediate Similarity	0.7202	NPC477828
Intermediate Similarity	0.7189	NPC290227
Intermediate Similarity	0.7172	NPC168153
Intermediate Similarity	0.7156	NPC240684
Intermediate Similarity	0.712	NPC10875
Intermediate Similarity	0.712	NPC10730
Intermediate Similarity	0.7116	NPC477825
Intermediate Similarity	0.7097	NPC116178
Intermediate Similarity	0.7064	NPC217903
Intermediate Similarity	0.7	NPC471531
Remote Similarity	0.6986	NPC321166
Remote Similarity	0.6974	NPC227033
Remote Similarity	0.6972	NPC471532
Remote Similarity	0.6954	NPC314861
Remote Similarity	0.6946	NPC288305
Remote Similarity	0.6944	NPC198160
Remote Similarity	0.6931	NPC126515
Remote Similarity	0.6931	NPC274002
Remote Similarity	0.6931	NPC472331
Remote Similarity	0.6923	NPC28510
Remote Similarity	0.6895	NPC220241
Remote Similarity	0.6895	NPC295479
Remote Similarity	0.6845	NPC313886
Remote Similarity	0.6844	NPC329830
Remote Similarity	0.6814	NPC98416
Remote Similarity	0.6806	NPC473460
Remote Similarity	0.6802	NPC227824
Remote Similarity	0.6792	NPC108847
Remote Similarity	0.6779	NPC469830
Remote Similarity	0.6774	NPC14339
Remote Similarity	0.6762	NPC70340
Remote Similarity	0.6759	NPC474077
Remote Similarity	0.6758	NPC90185
Remote Similarity	0.6741	NPC313327
Remote Similarity	0.674	NPC148124
Remote Similarity	0.6717	NPC57105
Remote Similarity	0.6714	NPC470023
Remote Similarity	0.6711	NPC182853
Remote Similarity	0.6702	NPC473090
Remote Similarity	0.6701	NPC478189
Remote Similarity	0.6701	NPC184161
Remote Similarity	0.67	NPC19555
Remote Similarity	0.6696	NPC470001
Remote Similarity	0.6696	NPC99724
Remote Similarity	0.6696	NPC470002
Remote Similarity	0.6684	NPC184053
Remote Similarity	0.6684	NPC56635
Remote Similarity	0.6684	NPC267091
Remote Similarity	0.6683	NPC310894
Remote Similarity	0.6682	NPC470021
Remote Similarity	0.6682	NPC15987
Remote Similarity	0.6681	NPC291609
Remote Similarity	0.6667	NPC231862
Remote Similarity	0.6667	NPC475768
Remote Similarity	0.6667	NPC469889
Remote Similarity	0.6651	NPC206109
Remote Similarity	0.6651	NPC114039
Remote Similarity	0.6639	NPC124300
Remote Similarity	0.6636	NPC257266
Remote Similarity	0.6634	NPC257354
Remote Similarity	0.6633	NPC140133
Remote Similarity	0.6633	NPC243891
Remote Similarity	0.6633	NPC7059
Remote Similarity	0.6623	NPC248903
Remote Similarity	0.6623	NPC118189
Remote Similarity	0.6623	NPC128476
Remote Similarity	0.6616	NPC291359
Remote Similarity	0.6615	NPC476394
Remote Similarity	0.6615	NPC98809
Remote Similarity	0.6606	NPC288759
Remote Similarity	0.6606	NPC311357
Remote Similarity	0.6606	NPC257728
Remote Similarity	0.6604	NPC1820
Remote Similarity	0.6603	NPC132751
Remote Similarity	0.6601	NPC45943
Remote Similarity	0.6599	NPC294511
Remote Similarity	0.6599	NPC48671
Remote Similarity	0.6599	NPC121615
Remote Similarity	0.6596	NPC471316
Remote Similarity	0.6588	NPC162694
Remote Similarity	0.6587	NPC469831
Remote Similarity	0.6584	NPC92589
Remote Similarity	0.6583	NPC156348
Remote Similarity	0.6583	NPC19023
Remote Similarity	0.6582	NPC228842
Remote Similarity	0.658	NPC26928
Remote Similarity	0.6577	NPC153365
Remote Similarity	0.6577	NPC477160
Remote Similarity	0.6574	NPC234933
Remote Similarity	0.6571	NPC288854
Remote Similarity	0.6567	NPC299582
Remote Similarity	0.6567	NPC8389
Remote Similarity	0.6564	NPC182119
Remote Similarity	0.6564	NPC472969
Remote Similarity	0.6564	NPC66991
Remote Similarity	0.656	NPC472329
Remote Similarity	0.656	NPC472330
Remote Similarity	0.6557	NPC474059
Remote Similarity	0.6556	NPC310618
Remote Similarity	0.6553	NPC315406
Remote Similarity	0.655	NPC76478
Remote Similarity	0.6548	NPC475890
Remote Similarity	0.6547	NPC25961
Remote Similarity	0.6545	NPC473422
Remote Similarity	0.6545	NPC87714
Remote Similarity	0.6545	NPC268077
Remote Similarity	0.6545	NPC313112
Remote Similarity	0.6545	NPC301292
Remote Similarity	0.6544	NPC280714
Remote Similarity	0.6544	NPC241263
Remote Similarity	0.6544	NPC313453
Remote Similarity	0.6542	NPC471825
Remote Similarity	0.6537	NPC19175
Remote Similarity	0.6535	NPC79571
Remote Similarity	0.6535	NPC53889
Remote Similarity	0.6533	NPC30749
Remote Similarity	0.6533	NPC469888
Remote Similarity	0.6525	NPC160113
Remote Similarity	0.6525	NPC476220
Remote Similarity	0.6522	NPC2596
Remote Similarity	0.6517	NPC289322
Remote Similarity	0.6517	NPC156818
Remote Similarity	0.6517	NPC160512
Remote Similarity	0.6517	NPC38779
Remote Similarity	0.6517	NPC68324
Remote Similarity	0.6517	NPC114179
Remote Similarity	0.6513	NPC286038
Remote Similarity	0.6513	NPC153644
Remote Similarity	0.6509	NPC476436
Remote Similarity	0.6505	NPC8467
Remote Similarity	0.6502	NPC216916
Remote Similarity	0.6502	NPC97812
Remote Similarity	0.65	NPC207971
Remote Similarity	0.6497	NPC473091
Remote Similarity	0.6497	NPC327962
Remote Similarity	0.6491	NPC134702
Remote Similarity	0.6489	NPC127996
Remote Similarity	0.6489	NPC305542
Remote Similarity	0.6488	NPC41689
Remote Similarity	0.6486	NPC212123
Remote Similarity	0.6485	NPC87317
Remote Similarity	0.6485	NPC15506
Remote Similarity	0.6482	NPC474656
Remote Similarity	0.6482	NPC131121
Remote Similarity	0.6481	NPC33256
Remote Similarity	0.6479	NPC473008
Remote Similarity	0.6473	NPC474366
Remote Similarity	0.6468	NPC88007
Remote Similarity	0.6468	NPC88803
Remote Similarity	0.6468	NPC300845
Remote Similarity	0.6468	NPC194499
Remote Similarity	0.6468	NPC250436
Remote Similarity	0.6468	NPC72291
Remote Similarity	0.6468	NPC104983
Remote Similarity	0.6468	NPC291948
Remote Similarity	0.6465	NPC203972
Remote Similarity	0.6462	NPC291153
Remote Similarity	0.646	NPC268223
Remote Similarity	0.6459	NPC260118
Remote Similarity	0.6458	NPC326065
Remote Similarity	0.6457	NPC100573
Remote Similarity	0.6457	NPC207873
Remote Similarity	0.6456	NPC296558
Remote Similarity	0.6456	NPC255787
Remote Similarity	0.6453	NPC24164
Remote Similarity	0.6452	NPC478049
Remote Similarity	0.6452	NPC314948
Remote Similarity	0.645	NPC62051
Remote Similarity	0.6445	NPC28425
Remote Similarity	0.6444	NPC218303
Remote Similarity	0.6443	NPC313414
Remote Similarity	0.6443	NPC17760
Remote Similarity	0.6442	NPC180768
Remote Similarity	0.6442	NPC313304
Remote Similarity	0.6441	NPC314946
Remote Similarity	0.644	NPC314113
Remote Similarity	0.6439	NPC173729
Remote Similarity	0.6439	NPC134047
Remote Similarity	0.6439	NPC272750
Remote Similarity	0.6439	NPC277618
Remote Similarity	0.6439	NPC223006
Remote Similarity	0.6438	NPC476661
Remote Similarity	0.6436	NPC108456
Remote Similarity	0.6435	NPC140311

Drug Structure

NPD6296 OpenBabel08211709092D 36 38 0 0 1 0 0 0 0 0999 V2000 -2.5981 2.5000 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 -3.4641 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 5.5000 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 5.1962 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 4.3301 1.5000 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 -4.3301 4.5000 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 5.5000 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 -1.7321 3.0000 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 6.0000 0.0000 C 0 0 2 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 3.4641 1.0000 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 -3.4641 4.0000 0.0000 C 0 0 1 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 2 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 6.0622 -0.5000 0.0000 C 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 -0.8660 -0.5000 0.0000 N 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 6.0622 -1.5000 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 -1.7321 -0.0000 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 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 4 10 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 17 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 11 2 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 12 16 1 0 0 0 0 12 23 1 0 0 0 0 13 19 2 0 0 0 0 13 21 1 0 0 0 0 14 24 1 0 0 0 0 14 33 1 0 0 0 0 16 3 1 1 0 0 0 17 25 1 0 0 0 0 18 34 1 0 0 0 0 19 34 1 0 0 0 0 20 15 1 6 0 0 0 20 23 1 0 0 0 0 21 22 2 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 33 1 1 0 0 0 24 26 2 3 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 25 30 2 0 0 0 0 27 31 2 0 0 0 0 27 32 2 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015577
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	470.21
ALogP	0.9453
MLogP	3.22
XLogP	6.833
HDA	5
HBD	2
Rotatable Bonds	15
TPSA	131.49
RO5 Violation	1