NPASS drugs

Drug Information

Drug ID:	NPD7500
Drug Name:
Molecular Formula:	C30H42N2O9
Canonical SMILES:	COC1[C@@H](C)/C=C(C)/[C@H](OC(=N)O)C(OC)/C=CC=C(C(=NC2=CC(=O)C=C([C@@H]([C@H](C[C@@H]1OC)C)OC)C2=O)O)/C
Standard InCHI:	InChI=1S/C30H42N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9-,16-10+,18-12+/t17-,19-,23?,24-,26+,27?,28-/m0/s1
Standard InCHIKey:	MCAHMSDENAOJFZ-NDSMKMDISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7500

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	73
0.1-0.2	399
0.2-0.3	1498
0.3-0.4	7955
0.4-0.5	14881
0.5-0.6	5639
0.6-0.7	413
0.7-0.8	20
0.8-0.85	4
0.85-0.9	7
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC316325
High Similarity	0.8772	NPC271621
High Similarity	0.8772	NPC59751
High Similarity	0.8772	NPC27413
High Similarity	0.8632	NPC315915
High Similarity	0.8522	NPC315652
High Similarity	0.8522	NPC7905
High Similarity	0.8509	NPC5485
Intermediate Similarity	0.839	NPC473808
Intermediate Similarity	0.8376	NPC296361
Intermediate Similarity	0.8319	NPC133729
Intermediate Similarity	0.813	NPC473249
Intermediate Similarity	0.7807	NPC472616
Intermediate Similarity	0.7739	NPC472615
Intermediate Similarity	0.7674	NPC314361
Intermediate Similarity	0.7377	NPC471645
Intermediate Similarity	0.7373	NPC251330
Intermediate Similarity	0.7355	NPC469865
Intermediate Similarity	0.7185	NPC230889
Intermediate Similarity	0.7165	NPC469515
Intermediate Similarity	0.7143	NPC271269
Intermediate Similarity	0.7143	NPC316249
Intermediate Similarity	0.7132	NPC469494
Intermediate Similarity	0.712	NPC475642
Intermediate Similarity	0.7107	NPC473578
Intermediate Similarity	0.7099	NPC329919
Intermediate Similarity	0.7099	NPC477793
Intermediate Similarity	0.709	NPC78189
Intermediate Similarity	0.7045	NPC110294
Intermediate Similarity	0.7025	NPC475150
Intermediate Similarity	0.7018	NPC5418
Intermediate Similarity	0.7	NPC154601
Remote Similarity	0.6992	NPC170375
Remote Similarity	0.6949	NPC316250
Remote Similarity	0.6937	NPC472614
Remote Similarity	0.6923	NPC161855
Remote Similarity	0.6911	NPC477997
Remote Similarity	0.6899	NPC156379
Remote Similarity	0.6899	NPC475383
Remote Similarity	0.6897	NPC165332
Remote Similarity	0.6897	NPC195645
Remote Similarity	0.6897	NPC180722
Remote Similarity	0.6885	NPC307903
Remote Similarity	0.6885	NPC140251
Remote Similarity	0.6875	NPC241050
Remote Similarity	0.6855	NPC21713
Remote Similarity	0.6855	NPC475608
Remote Similarity	0.6829	NPC24389
Remote Similarity	0.6807	NPC175531
Remote Similarity	0.6794	NPC315783
Remote Similarity	0.6794	NPC16709
Remote Similarity	0.6752	NPC473291
Remote Similarity	0.675	NPC469598
Remote Similarity	0.672	NPC29501
Remote Similarity	0.6719	NPC476190
Remote Similarity	0.6695	NPC266842
Remote Similarity	0.6694	NPC474563
Remote Similarity	0.6667	NPC205546
Remote Similarity	0.6667	NPC315531
Remote Similarity	0.6667	NPC233273
Remote Similarity	0.6667	NPC189764
Remote Similarity	0.6667	NPC313234
Remote Similarity	0.6667	NPC50902
Remote Similarity	0.6639	NPC203627
Remote Similarity	0.6638	NPC472613
Remote Similarity	0.6615	NPC313802
Remote Similarity	0.6615	NPC67917
Remote Similarity	0.6615	NPC314268
Remote Similarity	0.6615	NPC477515
Remote Similarity	0.6613	NPC193765
Remote Similarity	0.661	NPC175614
Remote Similarity	0.6609	NPC477866
Remote Similarity	0.6609	NPC477865
Remote Similarity	0.6589	NPC6531
Remote Similarity	0.6585	NPC201128
Remote Similarity	0.6555	NPC40812
Remote Similarity	0.6555	NPC265662
Remote Similarity	0.6552	NPC314500
Remote Similarity	0.6549	NPC315395
Remote Similarity	0.6549	NPC316426
Remote Similarity	0.6514	NPC313911
Remote Similarity	0.6514	NPC314854
Remote Similarity	0.6512	NPC30196
Remote Similarity	0.6504	NPC74035
Remote Similarity	0.65	NPC234542
Remote Similarity	0.65	NPC255592
Remote Similarity	0.65	NPC308567
Remote Similarity	0.65	NPC261377
Remote Similarity	0.6493	NPC204639
Remote Similarity	0.648	NPC473807
Remote Similarity	0.6479	NPC471672
Remote Similarity	0.6475	NPC473596
Remote Similarity	0.6475	NPC128501
Remote Similarity	0.6471	NPC475503
Remote Similarity	0.6466	NPC313670
Remote Similarity	0.6452	NPC476738
Remote Similarity	0.6452	NPC476740
Remote Similarity	0.6446	NPC473224
Remote Similarity	0.6441	NPC116930
Remote Similarity	0.6429	NPC133625
Remote Similarity	0.6429	NPC16488
Remote Similarity	0.6423	NPC474581
Remote Similarity	0.6423	NPC309398
Remote Similarity	0.6423	NPC475367
Remote Similarity	0.6423	NPC473816
Remote Similarity	0.6418	NPC316133
Remote Similarity	0.6418	NPC314629
Remote Similarity	0.6418	NPC318445
Remote Similarity	0.6417	NPC471462
Remote Similarity	0.6417	NPC167380
Remote Similarity	0.6406	NPC66108
Remote Similarity	0.6406	NPC60432
Remote Similarity	0.6406	NPC1111
Remote Similarity	0.6406	NPC476269
Remote Similarity	0.6406	NPC261750
Remote Similarity	0.6404	NPC469483
Remote Similarity	0.6404	NPC164393
Remote Similarity	0.6397	NPC204556
Remote Similarity	0.6391	NPC314293
Remote Similarity	0.6387	NPC272050
Remote Similarity	0.6383	NPC472430
Remote Similarity	0.6378	NPC122926
Remote Similarity	0.6378	NPC476290
Remote Similarity	0.6378	NPC113012
Remote Similarity	0.6378	NPC89408
Remote Similarity	0.6371	NPC469869
Remote Similarity	0.6371	NPC14537
Remote Similarity	0.6364	NPC83895
Remote Similarity	0.6364	NPC187761
Remote Similarity	0.6356	NPC472196
Remote Similarity	0.6356	NPC238090
Remote Similarity	0.6356	NPC476049
Remote Similarity	0.6356	NPC472195
Remote Similarity	0.6348	NPC313658
Remote Similarity	0.6348	NPC477959
Remote Similarity	0.6348	NPC316138
Remote Similarity	0.6341	NPC149371
Remote Similarity	0.6336	NPC471145
Remote Similarity	0.6333	NPC288350
Remote Similarity	0.6333	NPC173329
Remote Similarity	0.6333	NPC121857
Remote Similarity	0.6325	NPC473311
Remote Similarity	0.632	NPC472751
Remote Similarity	0.632	NPC473252
Remote Similarity	0.632	NPC472749
Remote Similarity	0.6316	NPC471494
Remote Similarity	0.6316	NPC314482
Remote Similarity	0.6316	NPC473353
Remote Similarity	0.6312	NPC472428
Remote Similarity	0.6311	NPC475053
Remote Similarity	0.6303	NPC159698
Remote Similarity	0.6299	NPC474725
Remote Similarity	0.629	NPC472755
Remote Similarity	0.6284	NPC471674
Remote Similarity	0.6284	NPC201899
Remote Similarity	0.6283	NPC69469
Remote Similarity	0.6281	NPC245521
Remote Similarity	0.6281	NPC475646
Remote Similarity	0.6271	NPC472199
Remote Similarity	0.6271	NPC472010
Remote Similarity	0.627	NPC469853
Remote Similarity	0.627	NPC266514
Remote Similarity	0.6269	NPC470829
Remote Similarity	0.6269	NPC473228
Remote Similarity	0.6261	NPC122502
Remote Similarity	0.6261	NPC311163
Remote Similarity	0.626	NPC47880
Remote Similarity	0.625	NPC471141
Remote Similarity	0.625	NPC36954
Remote Similarity	0.625	NPC471142
Remote Similarity	0.624	NPC472748
Remote Similarity	0.624	NPC220964
Remote Similarity	0.624	NPC475676
Remote Similarity	0.6231	NPC106395
Remote Similarity	0.6231	NPC46269
Remote Similarity	0.623	NPC475653
Remote Similarity	0.623	NPC187268
Remote Similarity	0.6228	NPC161670
Remote Similarity	0.622	NPC151393
Remote Similarity	0.6218	NPC478036
Remote Similarity	0.6218	NPC476300
Remote Similarity	0.6218	NPC478037
Remote Similarity	0.6216	NPC77481
Remote Similarity	0.6216	NPC233770
Remote Similarity	0.6214	NPC316401
Remote Similarity	0.621	NPC472754
Remote Similarity	0.6207	NPC86005
Remote Similarity	0.6198	NPC93271
Remote Similarity	0.6198	NPC476315
Remote Similarity	0.6198	NPC279621
Remote Similarity	0.6198	NPC255410
Remote Similarity	0.6198	NPC230800
Remote Similarity	0.6198	NPC135576
Remote Similarity	0.6195	NPC85772
Remote Similarity	0.619	NPC475918
Remote Similarity	0.619	NPC475802
Remote Similarity	0.6187	NPC315387
Remote Similarity	0.6187	NPC316205
Remote Similarity	0.6186	NPC51004
Remote Similarity	0.6186	NPC179394

Drug Structure

NPD7500 OpenBabel08211712022D 44 45 0 0 1 0 0 0 0 0999 V2000 0.0128 1.7659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6511 -1.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5570 0.5483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9948 -3.3973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4248 1.8925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3140 -3.6869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1241 -3.5610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2288 -3.0759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7428 1.4113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1590 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3363 1.3489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7476 -0.3939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5262 -2.2746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0624 -2.5936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9284 -1.0936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6421 0.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6852 -0.9874 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6235 0.1899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9424 -2.3987 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9284 -2.0936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8036 -2.0936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0624 -0.5936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8815 1.1061 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.0431 -1.9762 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8036 -1.0936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3489 -2.3363 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4424 -1.5327 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.3251 0.7068 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2428 0.5452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0358 0.9777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1922 -0.0100 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 -1.7944 -2.5936 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6697 -0.5936 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5959 1.0899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8129 1.6070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4262 1.9448 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6724 -2.7533 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0900 -3.3022 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2811 -2.0773 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1022 1.3361 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1258 -0.3683 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4869 0.6359 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7465 1.2487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 3 18 1 0 0 0 0 5 37 1 0 0 0 0 6 38 1 0 0 0 0 7 39 1 0 0 0 0 8 40 1 0 0 0 0 9 10 1 0 0 0 0 9 11 2 0 0 0 0 10 16 2 0 0 0 0 11 23 1 0 0 0 0 12 17 1 0 0 0 0 12 18 2 0 0 0 0 13 19 1 0 0 0 0 13 24 1 0 0 0 0 14 20 1 0 0 0 0 14 21 2 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 29 1 0 0 0 0 17 2 1 6 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 4 1 6 0 0 0 19 26 1 0 0 0 0 20 33 2 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 22 25 1 0 0 0 0 22 32 1 0 0 0 0 23 28 1 0 0 0 0 23 37 1 0 0 0 0 24 27 1 0 0 0 0 24 38 1 1 0 0 0 25 34 2 0 0 0 0 26 39 1 1 0 0 0 27 40 1 0 0 0 0 28 41 1 1 0 0 0 29 32 2 3 0 0 0 29 35 1 0 0 0 0 30 31 2 0 0 0 0 30 36 1 0 0 0 0 30 41 1 0 0 0 0 31 42 1 0 0 0 0 35 43 1 0 0 0 0 36 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001390
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16760502
ChEBI
CAS Number

Drug Properties

Molecular Weight	574.29
ALogP	2.2992
MLogP	3.55
XLogP	1.851
HDA	11
HBD	3
Rotatable Bonds	16
TPSA	156.96
RO5 Violation	1