NPASS drugs

Drug Information

Drug ID:	NPD7683
Drug Name:	L-742728
Molecular Formula:	C32H34N4O6
Canonical SMILES:	OC(=N)C[N+]12CC[N+](CC1)(CC2)Cc1ccc2c(c1)C(=O)c1c2cc(cc1)C1=C(C(=O)[O-])N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C
Standard InCHI:	InChI=1S/C32H34N4O6/c1-17-26(29(32(41)42)34-28(17)27(18(2)37)31(34)40)20-4-6-22-23(14-20)21-5-3-19(13-24(21)30(22)39)15-35-7-10-36(11-8-35,12-9-35)16-25(33)38/h3-6,13-14,17-18,27-28,37H,7-12,15-16H2,1-2H3,(H-2,33,38,41,42)/p+1/t17-,18+,27+,28+,35?,36?/m0/s1
Standard InCHIKey:	OQBXZXHSCNDZAY-CFZARQPGSA-O
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7683

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	163
0.1-0.2	832
0.2-0.3	2462
0.3-0.4	9802
0.4-0.5	13819
0.5-0.6	3357
0.6-0.7	453
0.7-0.8	2
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	0.7293	NPC73644
Intermediate Similarity	0.7	NPC475427
Remote Similarity	0.6935	NPC189116
Remote Similarity	0.6875	NPC161069
Remote Similarity	0.6818	NPC263493
Remote Similarity	0.6818	NPC269398
Remote Similarity	0.6813	NPC122590
Remote Similarity	0.6798	NPC209509
Remote Similarity	0.6791	NPC471051
Remote Similarity	0.6791	NPC471052
Remote Similarity	0.6791	NPC471053
Remote Similarity	0.6761	NPC476259
Remote Similarity	0.6722	NPC135121
Remote Similarity	0.6722	NPC138775
Remote Similarity	0.6721	NPC473341
Remote Similarity	0.6684	NPC477462
Remote Similarity	0.6684	NPC469901
Remote Similarity	0.6667	NPC163392
Remote Similarity	0.6667	NPC36607
Remote Similarity	0.6667	NPC239762
Remote Similarity	0.6667	NPC314358
Remote Similarity	0.6649	NPC469903
Remote Similarity	0.6648	NPC2501
Remote Similarity	0.6628	NPC473322
Remote Similarity	0.6614	NPC476750
Remote Similarity	0.6611	NPC313867
Remote Similarity	0.6611	NPC316008
Remote Similarity	0.6611	NPC477217
Remote Similarity	0.6611	NPC201244
Remote Similarity	0.6611	NPC315266
Remote Similarity	0.6598	NPC158277
Remote Similarity	0.6596	NPC469902
Remote Similarity	0.6593	NPC246412
Remote Similarity	0.6592	NPC139326
Remote Similarity	0.6592	NPC176226
Remote Similarity	0.6582	NPC194671
Remote Similarity	0.6582	NPC269750
Remote Similarity	0.6575	NPC262077
Remote Similarity	0.657	NPC319766
Remote Similarity	0.6564	NPC469900
Remote Similarity	0.6556	NPC314388
Remote Similarity	0.6556	NPC52748
Remote Similarity	0.6556	NPC315283
Remote Similarity	0.6556	NPC476978
Remote Similarity	0.6546	NPC306804
Remote Similarity	0.6531	NPC473001
Remote Similarity	0.6528	NPC472118
Remote Similarity	0.6517	NPC98424
Remote Similarity	0.6517	NPC476133
Remote Similarity	0.6517	NPC92784
Remote Similarity	0.6517	NPC178662
Remote Similarity	0.6517	NPC132636
Remote Similarity	0.6517	NPC470884
Remote Similarity	0.6513	NPC476227
Remote Similarity	0.6513	NPC279871
Remote Similarity	0.6508	NPC471527
Remote Similarity	0.6503	NPC105717
Remote Similarity	0.65	NPC197682
Remote Similarity	0.6492	NPC63931
Remote Similarity	0.6491	NPC222466
Remote Similarity	0.6491	NPC285394
Remote Similarity	0.6491	NPC22746
Remote Similarity	0.6489	NPC297145
Remote Similarity	0.6489	NPC197743
Remote Similarity	0.6477	NPC469904
Remote Similarity	0.6477	NPC287401
Remote Similarity	0.6477	NPC473000
Remote Similarity	0.6467	NPC13470
Remote Similarity	0.6462	NPC137627
Remote Similarity	0.6461	NPC127741
Remote Similarity	0.6461	NPC471264
Remote Similarity	0.6461	NPC478140
Remote Similarity	0.6461	NPC471265
Remote Similarity	0.6457	NPC126458
Remote Similarity	0.6455	NPC469898
Remote Similarity	0.6453	NPC471196
Remote Similarity	0.6453	NPC101719
Remote Similarity	0.6453	NPC79698
Remote Similarity	0.6453	NPC471195
Remote Similarity	0.6444	NPC168113
Remote Similarity	0.6443	NPC476749
Remote Similarity	0.6443	NPC40234
Remote Similarity	0.6437	NPC111428
Remote Similarity	0.6432	NPC7817
Remote Similarity	0.6432	NPC475168
Remote Similarity	0.6429	NPC470546
Remote Similarity	0.6429	NPC326407
Remote Similarity	0.6429	NPC155506
Remote Similarity	0.6429	NPC318930
Remote Similarity	0.6429	NPC317725
Remote Similarity	0.6429	NPC159767
Remote Similarity	0.6429	NPC317362
Remote Similarity	0.6429	NPC5620
Remote Similarity	0.6425	NPC472542
Remote Similarity	0.6425	NPC472541
Remote Similarity	0.6421	NPC473003
Remote Similarity	0.642	NPC473962
Remote Similarity	0.6413	NPC471821
Remote Similarity	0.6413	NPC240848
Remote Similarity	0.6413	NPC471820
Remote Similarity	0.6402	NPC324850
Remote Similarity	0.6396	NPC50016
Remote Similarity	0.6389	NPC268841
Remote Similarity	0.6389	NPC153007
Remote Similarity	0.6389	NPC307357
Remote Similarity	0.6389	NPC46098
Remote Similarity	0.6378	NPC273755
Remote Similarity	0.6377	NPC472539
Remote Similarity	0.6377	NPC472540
Remote Similarity	0.6377	NPC470787
Remote Similarity	0.6369	NPC470545
Remote Similarity	0.6368	NPC294951
Remote Similarity	0.6364	NPC130309
Remote Similarity	0.6364	NPC255447
Remote Similarity	0.6364	NPC286551
Remote Similarity	0.6359	NPC475123
Remote Similarity	0.6359	NPC329761
Remote Similarity	0.6359	NPC145113
Remote Similarity	0.6359	NPC225648
Remote Similarity	0.6359	NPC475204
Remote Similarity	0.6354	NPC469426
Remote Similarity	0.6354	NPC469427
Remote Similarity	0.6353	NPC27833
Remote Similarity	0.635	NPC73555
Remote Similarity	0.6348	NPC248283
Remote Similarity	0.6343	NPC116057
Remote Similarity	0.6343	NPC469666
Remote Similarity	0.634	NPC294516
Remote Similarity	0.634	NPC107938
Remote Similarity	0.6332	NPC45037
Remote Similarity	0.633	NPC470902
Remote Similarity	0.633	NPC473002
Remote Similarity	0.6328	NPC246913
Remote Similarity	0.6327	NPC230611
Remote Similarity	0.6316	NPC71684
Remote Similarity	0.6313	NPC476441
Remote Similarity	0.631	NPC470544
Remote Similarity	0.631	NPC470274
Remote Similarity	0.631	NPC162104
Remote Similarity	0.631	NPC239357
Remote Similarity	0.6304	NPC314186
Remote Similarity	0.63	NPC472999
Remote Similarity	0.6294	NPC248670
Remote Similarity	0.6293	NPC61332
Remote Similarity	0.6293	NPC240130
Remote Similarity	0.6292	NPC313663
Remote Similarity	0.6291	NPC329833
Remote Similarity	0.629	NPC254798
Remote Similarity	0.629	NPC129666
Remote Similarity	0.6289	NPC52059
Remote Similarity	0.6289	NPC470069
Remote Similarity	0.6287	NPC471050
Remote Similarity	0.6287	NPC471049
Remote Similarity	0.6287	NPC471048
Remote Similarity	0.6286	NPC71933
Remote Similarity	0.6286	NPC239990
Remote Similarity	0.6286	NPC89923
Remote Similarity	0.6286	NPC105114
Remote Similarity	0.6286	NPC152850
Remote Similarity	0.6283	NPC104345
Remote Similarity	0.6283	NPC62104
Remote Similarity	0.6283	NPC1390
Remote Similarity	0.6264	NPC47667
Remote Similarity	0.6263	NPC473354
Remote Similarity	0.6263	NPC26108
Remote Similarity	0.6263	NPC473402
Remote Similarity	0.6263	NPC473297
Remote Similarity	0.6262	NPC473400
Remote Similarity	0.6262	NPC471629
Remote Similarity	0.6262	NPC206211
Remote Similarity	0.6262	NPC317882
Remote Similarity	0.6262	NPC275170
Remote Similarity	0.6262	NPC324251
Remote Similarity	0.6262	NPC471754
Remote Similarity	0.6262	NPC306001
Remote Similarity	0.6257	NPC474473
Remote Similarity	0.6256	NPC472115
Remote Similarity	0.6256	NPC472114
Remote Similarity	0.625	NPC472413
Remote Similarity	0.625	NPC165726
Remote Similarity	0.625	NPC475094
Remote Similarity	0.625	NPC213969
Remote Similarity	0.625	NPC40488
Remote Similarity	0.6244	NPC89831
Remote Similarity	0.6244	NPC477998
Remote Similarity	0.6243	NPC6975
Remote Similarity	0.6243	NPC46427
Remote Similarity	0.6237	NPC113056
Remote Similarity	0.6237	NPC138293
Remote Similarity	0.6233	NPC472538
Remote Similarity	0.623	NPC468984
Remote Similarity	0.6229	NPC136453
Remote Similarity	0.6223	NPC233702
Remote Similarity	0.6215	NPC200589
Remote Similarity	0.6215	NPC69496
Remote Similarity	0.6214	NPC473305
Remote Similarity	0.6214	NPC163961
Remote Similarity	0.6214	NPC313293
Remote Similarity	0.6204	NPC471945
Remote Similarity	0.6204	NPC471950

Drug Structure

NPD7683 OpenBabel08211712032D 45 51 0 0 1 0 0 0 0 0999 V2000 -3.8575 2.5043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9574 5.0135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.2251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5336 1.0175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2229 0.4043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2748 0.0516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0576 -3.7433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4588 -2.7252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3535 -2.8697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6453 -4.5523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0466 -3.5342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8767 -3.5898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9100 -1.5711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8605 1.4658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6207 -1.8421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8459 -5.4263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0189 3.0489 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0914 5.5135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8436 -1.2127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8265 1.7246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2893 0.0459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3088 -0.2072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6017 0.4999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1329 -0.9418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1015 -6.0940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0853 2.6906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2253 5.0135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9665 4.0476 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4560 3.4677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8548 -1.0982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2594 5.2723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4573 3.4154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3075 -7.0726 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0006 4.3064 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4643 -2.8298 0.0000 N 0 3 3 0 0 0 0 0 0 0 0 0 3.6399 -4.4478 0.0000 N 0 3 3 0 0 0 0 0 0 0 0 0 -4.0914 6.5135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1510 -5.7832 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3088 -1.9892 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7594 6.1383 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0873 4.2540 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0033 2.5244 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 2.5631 -7.7403 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2253 7.0135 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4066 -6.4509 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 5 2 0 0 0 0 3 19 1 0 0 0 0 4 6 2 0 0 0 0 4 20 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 10 1 0 0 0 0 7 35 1 0 0 0 0 8 11 1 0 0 0 0 8 35 1 0 0 0 0 9 12 1 0 0 0 0 9 35 1 0 0 0 0 10 36 1 0 0 0 0 11 36 1 0 0 0 0 12 36 1 0 0 0 0 13 19 2 0 0 0 0 13 24 1 0 0 0 0 14 20 2 0 0 0 0 14 23 1 0 0 0 0 15 19 1 0 0 0 0 15 35 1 0 0 0 0 16 25 1 0 0 0 0 16 36 1 0 0 0 0 17 1 1 6 0 0 0 17 26 1 0 0 0 0 17 28 1 0 0 0 0 18 2 1 1 0 0 0 18 37 1 0 0 0 0 20 26 1 0 0 0 0 21 23 1 0 0 0 0 21 24 2 0 0 0 0 22 23 2 0 0 0 0 22 30 1 0 0 0 0 24 30 1 0 0 0 0 25 33 2 0 0 0 0 25 38 1 0 0 0 0 26 29 2 0 0 0 0 27 18 1 1 0 0 0 27 28 1 0 0 0 0 27 31 1 0 0 0 0 28 34 1 6 0 0 0 29 32 1 0 0 0 0 29 34 1 0 0 0 0 30 39 2 0 0 0 0 31 34 1 0 0 0 0 31 40 2 0 0 0 0 32 41 2 0 0 0 0 32 42 1 0 0 0 0 33 43 1 0 0 0 0 37 44 1 0 0 0 0 38 45 1 0 0 0 0 M CHG 3 35 1 36 1 42 -1 M END $$$$

External Identifiers

TTD	DIB004581
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	571.26
ALogP	-5.6019
MLogP	3.88
XLogP	1.146
HDA	8
HBD	3
Rotatable Bonds	12
TPSA	141.82
RO5 Violation	0