NPASS drugs

Drug Information

Drug ID:	NPD8415
Drug Name:	Tacrolimus
Molecular Formula:	C44H69NO12
Canonical SMILES:	C=CC[C@@H]1/C=C(C)/C[C@H](C)C[C@H](OC)[C@H]2O[C@](O)([C@@H](C[C@@H]2OC)C)C(=O)C(=O)N2[C@H](C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)/C(=C/[C@@H]1CC[C@H]([C@@H](C1)OC)O)/C)CCCC2
Standard InCHI:	InChI=1S/C44H69NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3/b25-19+,27-21+/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+/m0/s1
Standard InCHIKey:	QJJXYPPXXYFBGM-LFZNUXCKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8415

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	95
0.1-0.2	518
0.2-0.3	2181
0.3-0.4	7809
0.4-0.5	13578
0.5-0.6	5805
0.6-0.7	880
0.7-0.8	22
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

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	NPC99864
High Similarity	0.9919	NPC120420
Intermediate Similarity	0.7704	NPC314282
Intermediate Similarity	0.7609	NPC316401
Intermediate Similarity	0.7556	NPC313342
Intermediate Similarity	0.7556	NPC314451
Intermediate Similarity	0.7556	NPC314512
Intermediate Similarity	0.7556	NPC313333
Intermediate Similarity	0.7353	NPC314629
Intermediate Similarity	0.7338	NPC316205
Intermediate Similarity	0.7338	NPC315387
Intermediate Similarity	0.7293	NPC6531
Intermediate Similarity	0.7252	NPC261750
Intermediate Similarity	0.7252	NPC1111
Intermediate Similarity	0.7226	NPC316133
Intermediate Similarity	0.7226	NPC318445
Intermediate Similarity	0.7218	NPC30196
Intermediate Similarity	0.7206	NPC23963
Intermediate Similarity	0.7185	NPC313802
Intermediate Similarity	0.7185	NPC314268
Intermediate Similarity	0.7185	NPC477515
Intermediate Similarity	0.7185	NPC67917
Intermediate Similarity	0.7121	NPC60432
Intermediate Similarity	0.7	NPC137453
Remote Similarity	0.6978	NPC315783
Remote Similarity	0.694	NPC469597
Remote Similarity	0.6912	NPC475642
Remote Similarity	0.6901	NPC477793
Remote Similarity	0.6901	NPC329919
Remote Similarity	0.6899	NPC321485
Remote Similarity	0.6899	NPC327517
Remote Similarity	0.6899	NPC322372
Remote Similarity	0.6899	NPC319334
Remote Similarity	0.6899	NPC317377
Remote Similarity	0.6884	NPC477140
Remote Similarity	0.6884	NPC477143
Remote Similarity	0.6875	NPC120335
Remote Similarity	0.6861	NPC106791
Remote Similarity	0.6861	NPC156336
Remote Similarity	0.6861	NPC120599
Remote Similarity	0.6861	NPC200412
Remote Similarity	0.6861	NPC201889
Remote Similarity	0.6835	NPC475383
Remote Similarity	0.6835	NPC156379
Remote Similarity	0.6822	NPC227622
Remote Similarity	0.6812	NPC241050
Remote Similarity	0.6794	NPC476740
Remote Similarity	0.6794	NPC476738
Remote Similarity	0.6791	NPC474431
Remote Similarity	0.6791	NPC474411
Remote Similarity	0.6786	NPC273185
Remote Similarity	0.6769	NPC309398
Remote Similarity	0.6767	NPC315836
Remote Similarity	0.6767	NPC313668
Remote Similarity	0.6761	NPC309525
Remote Similarity	0.6741	NPC275100
Remote Similarity	0.6739	NPC235625
Remote Similarity	0.6735	NPC75318
Remote Similarity	0.6718	NPC472748
Remote Similarity	0.669	NPC470922
Remote Similarity	0.6689	NPC243902
Remote Similarity	0.6689	NPC472430
Remote Similarity	0.6689	NPC145899
Remote Similarity	0.6667	NPC472749
Remote Similarity	0.6667	NPC21713
Remote Similarity	0.6667	NPC76999
Remote Similarity	0.6667	NPC475608
Remote Similarity	0.6667	NPC472751
Remote Similarity	0.6643	NPC109607
Remote Similarity	0.6643	NPC107338
Remote Similarity	0.6642	NPC103391
Remote Similarity	0.6642	NPC472536
Remote Similarity	0.6642	NPC145501
Remote Similarity	0.6642	NPC218602
Remote Similarity	0.6641	NPC475367
Remote Similarity	0.6641	NPC472747
Remote Similarity	0.6641	NPC473816
Remote Similarity	0.6641	NPC474581
Remote Similarity	0.6641	NPC472750
Remote Similarity	0.6623	NPC316249
Remote Similarity	0.6621	NPC477196
Remote Similarity	0.6618	NPC474497
Remote Similarity	0.6615	NPC188785
Remote Similarity	0.66	NPC200788
Remote Similarity	0.66	NPC243680
Remote Similarity	0.6599	NPC73829
Remote Similarity	0.6599	NPC119794
Remote Similarity	0.6593	NPC83005
Remote Similarity	0.6593	NPC196073
Remote Similarity	0.6593	NPC195435
Remote Similarity	0.6587	NPC478037
Remote Similarity	0.6587	NPC478036
Remote Similarity	0.6582	NPC265699
Remote Similarity	0.6582	NPC475527
Remote Similarity	0.6582	NPC315809
Remote Similarity	0.6582	NPC314050
Remote Similarity	0.6575	NPC477197
Remote Similarity	0.6573	NPC321197
Remote Similarity	0.6571	NPC475775
Remote Similarity	0.6571	NPC476529
Remote Similarity	0.6569	NPC311592
Remote Similarity	0.6569	NPC75167
Remote Similarity	0.6569	NPC193471
Remote Similarity	0.6569	NPC130124
Remote Similarity	0.6567	NPC475150
Remote Similarity	0.6567	NPC193765
Remote Similarity	0.6567	NPC473807
Remote Similarity	0.6565	NPC472754
Remote Similarity	0.6552	NPC477192
Remote Similarity	0.6552	NPC477191
Remote Similarity	0.6552	NPC475281
Remote Similarity	0.6552	NPC470475
Remote Similarity	0.6552	NPC477193
Remote Similarity	0.6552	NPC477075
Remote Similarity	0.6552	NPC477194
Remote Similarity	0.6552	NPC470476
Remote Similarity	0.6552	NPC329923
Remote Similarity	0.6552	NPC477078
Remote Similarity	0.6544	NPC316984
Remote Similarity	0.6544	NPC29501
Remote Similarity	0.6544	NPC30911
Remote Similarity	0.6541	NPC187497
Remote Similarity	0.6541	NPC475599
Remote Similarity	0.6541	NPC113620
Remote Similarity	0.6541	NPC100612
Remote Similarity	0.6541	NPC174336
Remote Similarity	0.6531	NPC477195
Remote Similarity	0.6531	NPC189393
Remote Similarity	0.6531	NPC312650
Remote Similarity	0.6531	NPC90814
Remote Similarity	0.6531	NPC475472
Remote Similarity	0.6531	NPC476776
Remote Similarity	0.6522	NPC181145
Remote Similarity	0.6522	NPC470919
Remote Similarity	0.6522	NPC469877
Remote Similarity	0.6513	NPC210729
Remote Similarity	0.6513	NPC82931
Remote Similarity	0.6513	NPC172365
Remote Similarity	0.651	NPC280941
Remote Similarity	0.651	NPC110700
Remote Similarity	0.651	NPC262813
Remote Similarity	0.651	NPC235772
Remote Similarity	0.651	NPC472428
Remote Similarity	0.651	NPC279915
Remote Similarity	0.6507	NPC244296
Remote Similarity	0.6507	NPC470913
Remote Similarity	0.6507	NPC273878
Remote Similarity	0.6507	NPC470912
Remote Similarity	0.6507	NPC269484
Remote Similarity	0.6507	NPC477076
Remote Similarity	0.6507	NPC164476
Remote Similarity	0.6507	NPC305793
Remote Similarity	0.6507	NPC141600
Remote Similarity	0.6507	NPC107536
Remote Similarity	0.6507	NPC121601
Remote Similarity	0.6507	NPC280029
Remote Similarity	0.6507	NPC9470
Remote Similarity	0.6507	NPC88311
Remote Similarity	0.6507	NPC470518
Remote Similarity	0.6507	NPC471471
Remote Similarity	0.6507	NPC1314
Remote Similarity	0.6507	NPC252289
Remote Similarity	0.6507	NPC252657
Remote Similarity	0.6507	NPC11577
Remote Similarity	0.6507	NPC472267
Remote Similarity	0.6507	NPC477079
Remote Similarity	0.6507	NPC115656
Remote Similarity	0.6507	NPC477077
Remote Similarity	0.6507	NPC97918
Remote Similarity	0.6507	NPC82380
Remote Similarity	0.6503	NPC18945
Remote Similarity	0.6503	NPC265557
Remote Similarity	0.6503	NPC91693
Remote Similarity	0.6503	NPC105926
Remote Similarity	0.65	NPC297179
Remote Similarity	0.6496	NPC469865
Remote Similarity	0.6489	NPC472753
Remote Similarity	0.6486	NPC225791
Remote Similarity	0.6483	NPC470780
Remote Similarity	0.6483	NPC204556
Remote Similarity	0.6479	NPC470779
Remote Similarity	0.6475	NPC44170
Remote Similarity	0.6475	NPC259306
Remote Similarity	0.6475	NPC470628
Remote Similarity	0.6475	NPC474046
Remote Similarity	0.6467	NPC141215
Remote Similarity	0.6467	NPC251998
Remote Similarity	0.6467	NPC190065
Remote Similarity	0.6467	NPC471089
Remote Similarity	0.6466	NPC64168
Remote Similarity	0.6463	NPC172374
Remote Similarity	0.6463	NPC271610
Remote Similarity	0.6463	NPC473838
Remote Similarity	0.6463	NPC264566
Remote Similarity	0.6463	NPC173435
Remote Similarity	0.6463	NPC475167
Remote Similarity	0.6463	NPC301639
Remote Similarity	0.6463	NPC329993
Remote Similarity	0.6463	NPC262796
Remote Similarity	0.6463	NPC476780

Drug Structure

NPD8415 OpenBabel08211713022D 60 63 0 0 1 0 0 0 0 0999 V2000 1.0574 -6.7538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2818 -6.0531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4643 -4.1713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3140 -1.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0943 2.0608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6205 -3.5654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3140 -4.8799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4704 -2.4146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6714 0.5338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9584 -7.1877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4169 1.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5509 2.3410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7846 -6.6244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4169 0.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8140 -2.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8140 -2.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6848 1.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.5636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7127 -5.5525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8581 -2.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3140 -3.1478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7997 0.7420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8140 -4.0139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5509 -4.9047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -5.1871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5633 -3.7374 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8140 -2.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0196 1.0636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6649 -3.2706 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.3140 -3.1478 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.7099 -5.6272 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5509 0.3410 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.3140 -3.1478 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.2310 -4.1716 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6848 -5.4047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8140 -4.0139 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8581 -1.7818 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0591 -0.0990 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.8140 -2.2818 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5633 -0.8262 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7127 0.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7099 1.0636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2310 -0.3920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 0.6235 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6848 0.8410 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.3140 -3.1478 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0573 -4.7349 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0502 -6.3355 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4902 1.9638 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7846 2.0608 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0573 0.1713 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7405 0.3391 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3140 -4.8799 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8469 -1.6328 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0480 -0.2481 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6649 -1.2930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8140 -2.2818 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9582 -4.3010 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9736 -0.6334 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 2 0 0 0 0 2 25 1 0 0 0 0 4 27 1 0 0 0 0 5 28 1 0 0 0 0 7 53 1 0 0 0 0 8 54 1 0 0 0 0 9 55 1 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 11 14 1 0 0 0 0 12 17 1 0 0 0 0 15 16 1 0 0 0 0 15 30 1 0 0 0 0 16 33 1 0 0 0 0 17 45 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 19 25 2 0 0 0 0 19 31 1 0 0 0 0 20 26 1 0 0 0 0 20 37 1 0 0 0 0 21 27 2 0 0 0 0 22 28 1 0 0 0 0 22 38 1 0 0 0 0 23 30 1 0 0 0 0 23 36 1 0 0 0 0 24 34 1 0 0 0 0 24 35 1 0 0 0 0 26 3 1 6 0 0 0 28 44 1 1 0 0 0 29 6 1 6 0 0 0 29 34 1 0 0 0 0 29 39 1 0 0 0 0 30 21 1 6 0 0 0 31 13 1 6 0 0 0 31 35 1 0 0 0 0 32 14 1 1 0 0 0 32 43 1 0 0 0 0 32 45 1 0 0 0 0 33 36 1 0 0 0 0 33 46 1 1 0 0 0 34 47 1 1 0 0 0 35 48 2 0 0 0 0 36 53 1 6 0 0 0 37 40 1 0 0 0 0 37 54 1 6 0 0 0 38 40 1 0 0 0 0 38 55 1 1 0 0 0 39 27 1 6 0 0 0 39 56 1 0 0 0 0 40 57 1 6 0 0 0 41 42 1 0 0 0 0 41 44 1 0 0 0 0 41 49 2 0 0 0 0 42 45 1 0 0 0 0 42 50 2 0 0 0 0 43 51 2 0 0 0 0 43 56 1 0 0 0 0 44 52 1 1 0 0 0 44 57 1 0 0 0 0 46 58 1 0 0 0 0 47 59 1 0 0 0 0 52 60 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000162
DrugBank	DB00864
ChEMBL	CHEMBL269732
IUPHAR/BPS	6784
PharmaGKB	PA451578
KEGG Drug	D00107
PubChem CID	445643
ChEBI	61049
CAS Number	104987-11-3

Drug Properties

Molecular Weight	803.48
ALogP	-0.6481
MLogP	4.87
XLogP	3.309
HDA	13
HBD	3
Rotatable Bonds	18
TPSA	178.36
RO5 Violation	1