NPASS drugs

Drug Information

Drug ID:	NPD8384
Drug Name:	Pimecrolimus
Molecular Formula:	C43H68ClNO11
Canonical SMILES:	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)Cl)/C)CCCC2
Standard InCHI:	InChI=1S/C43H68ClNO11/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-31(44)35(22-29)52-7/h18,20,25,27-33,35-39,46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32-,33-,35+,36-,37-,38+,39+,43+/m0/s1
Standard InCHIKey:	KASDHRXLYQOAKZ-XDSKOBMDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8384

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	580
0.2-0.3	2891
0.3-0.4	12011
0.4-0.5	11277
0.5-0.6	3873
0.6-0.7	159
0.7-0.8	2
0.8-0.85	0
0.85-0.9	1
0.9-0.95	1
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
High Similarity	0.9015	NPC120420
High Similarity	0.8947	NPC99864
Intermediate Similarity	0.7133	NPC314282
Intermediate Similarity	0.7055	NPC316401
Remote Similarity	0.6993	NPC314512
Remote Similarity	0.6993	NPC313342
Remote Similarity	0.6993	NPC314451
Remote Similarity	0.6993	NPC313333
Remote Similarity	0.6806	NPC314629
Remote Similarity	0.6803	NPC315387
Remote Similarity	0.6803	NPC316205
Remote Similarity	0.6783	NPC23963
Remote Similarity	0.6738	NPC6531
Remote Similarity	0.6691	NPC1111
Remote Similarity	0.6691	NPC261750
Remote Similarity	0.669	NPC109603
Remote Similarity	0.669	NPC93688
Remote Similarity	0.669	NPC316133
Remote Similarity	0.669	NPC318445
Remote Similarity	0.6667	NPC30196
Remote Similarity	0.6643	NPC313802
Remote Similarity	0.6643	NPC67917
Remote Similarity	0.6643	NPC477515
Remote Similarity	0.6643	NPC314268
Remote Similarity	0.66	NPC120335
Remote Similarity	0.6571	NPC60432
Remote Similarity	0.6569	NPC137453
Remote Similarity	0.6531	NPC204639
Remote Similarity	0.6525	NPC469597
Remote Similarity	0.6486	NPC309525
Remote Similarity	0.6463	NPC315783
Remote Similarity	0.6458	NPC156336
Remote Similarity	0.6458	NPC120599
Remote Similarity	0.6458	NPC106791
Remote Similarity	0.6458	NPC200412
Remote Similarity	0.6458	NPC201889
Remote Similarity	0.6446	NPC327517
Remote Similarity	0.6446	NPC322372
Remote Similarity	0.6446	NPC321485
Remote Similarity	0.6446	NPC317377
Remote Similarity	0.6446	NPC319334
Remote Similarity	0.6414	NPC241050
Remote Similarity	0.64	NPC477793
Remote Similarity	0.64	NPC329919
Remote Similarity	0.6397	NPC227622
Remote Similarity	0.6389	NPC475642
Remote Similarity	0.6383	NPC474431
Remote Similarity	0.6383	NPC474411
Remote Similarity	0.637	NPC477140
Remote Similarity	0.637	NPC477143
Remote Similarity	0.6345	NPC235625
Remote Similarity	0.6338	NPC275100
Remote Similarity	0.6327	NPC156379
Remote Similarity	0.6327	NPC475383
Remote Similarity	0.6324	NPC188785
Remote Similarity	0.6299	NPC78189
Remote Similarity	0.6286	NPC475150
Remote Similarity	0.6284	NPC273185
Remote Similarity	0.6282	NPC230889
Remote Similarity	0.6273	NPC316249
Remote Similarity	0.6268	NPC21713
Remote Similarity	0.6268	NPC475608
Remote Similarity	0.6259	NPC476738
Remote Similarity	0.6259	NPC476740
Remote Similarity	0.6258	NPC75318
Remote Similarity	0.625	NPC472536
Remote Similarity	0.625	NPC103391
Remote Similarity	0.625	NPC145501
Remote Similarity	0.6242	NPC280498
Remote Similarity	0.6241	NPC313668
Remote Similarity	0.6241	NPC218602
Remote Similarity	0.6241	NPC315836
Remote Similarity	0.6232	NPC473816
Remote Similarity	0.6232	NPC475367
Remote Similarity	0.6232	NPC309398
Remote Similarity	0.6232	NPC474581
Remote Similarity	0.6224	NPC474497
Remote Similarity	0.6218	NPC243902
Remote Similarity	0.6218	NPC472430
Remote Similarity	0.6218	NPC145899
Remote Similarity	0.6207	NPC329869
Remote Similarity	0.62	NPC321197
Remote Similarity	0.6197	NPC83005
Remote Similarity	0.6197	NPC195435
Remote Similarity	0.6197	NPC196073
Remote Similarity	0.6194	NPC76999
Remote Similarity	0.6187	NPC472748
Remote Similarity	0.6181	NPC130124
Remote Similarity	0.6181	NPC193471
Remote Similarity	0.6169	NPC470185
Remote Similarity	0.6159	NPC475837
Remote Similarity	0.6154	NPC30911
Remote Similarity	0.6154	NPC316984
Remote Similarity	0.6145	NPC314050
Remote Similarity	0.6145	NPC315809
Remote Similarity	0.6143	NPC472751
Remote Similarity	0.6143	NPC472749
Remote Similarity	0.6139	NPC200788
Remote Similarity	0.6139	NPC243680
Remote Similarity	0.6133	NPC16709
Remote Similarity	0.6129	NPC73829
Remote Similarity	0.6129	NPC119794
Remote Similarity	0.6115	NPC472747
Remote Similarity	0.6115	NPC472750
Remote Similarity	0.6111	NPC469865
Remote Similarity	0.6093	NPC470922
Remote Similarity	0.6093	NPC469999
Remote Similarity	0.6078	NPC470476
Remote Similarity	0.6078	NPC470475
Remote Similarity	0.6071	NPC64168
Remote Similarity	0.6071	NPC475342
Remote Similarity	0.6069	NPC75167
Remote Similarity	0.6069	NPC311592
Remote Similarity	0.6065	NPC475472
Remote Similarity	0.6065	NPC90814
Remote Similarity	0.6065	NPC189393
Remote Similarity	0.6062	NPC210729
Remote Similarity	0.6062	NPC82931
Remote Similarity	0.6062	NPC172365
Remote Similarity	0.6058	NPC255592
Remote Similarity	0.6058	NPC308567
Remote Similarity	0.6058	NPC261377
Remote Similarity	0.6056	NPC473807
Remote Similarity	0.6056	NPC193765
Remote Similarity	0.6054	NPC147707
Remote Similarity	0.6053	NPC470973
Remote Similarity	0.6053	NPC474371
Remote Similarity	0.6051	NPC235772
Remote Similarity	0.6051	NPC472428
Remote Similarity	0.6051	NPC280941
Remote Similarity	0.6048	NPC475527
Remote Similarity	0.6048	NPC265699
Remote Similarity	0.6045	NPC478037
Remote Similarity	0.6045	NPC478036
Remote Similarity	0.6043	NPC313569
Remote Similarity	0.6043	NPC472754
Remote Similarity	0.6042	NPC47857
Remote Similarity	0.6042	NPC181510
Remote Similarity	0.6042	NPC168758
Remote Similarity	0.6042	NPC29501
Remote Similarity	0.604	NPC109607
Remote Similarity	0.604	NPC107338
Remote Similarity	0.6039	NPC477196
Remote Similarity	0.6027	NPC181145
Remote Similarity	0.6027	NPC474984
Remote Similarity	0.6026	NPC133089
Remote Similarity	0.6014	NPC21324
Remote Similarity	0.6014	NPC284656
Remote Similarity	0.6014	NPC473578
Remote Similarity	0.6013	NPC204556
Remote Similarity	0.6012	NPC174336
Remote Similarity	0.6012	NPC187497
Remote Similarity	0.6012	NPC113620
Remote Similarity	0.6012	NPC475599
Remote Similarity	0.6012	NPC100612
Remote Similarity	0.6	NPC472755
Remote Similarity	0.6	NPC80439
Remote Similarity	0.6	NPC71589
Remote Similarity	0.6	NPC477197
Remote Similarity	0.6	NPC6271
Remote Similarity	0.6	NPC279833
Remote Similarity	0.6	NPC474995
Remote Similarity	0.6	NPC173690
Remote Similarity	0.5988	NPC475584
Remote Similarity	0.5988	NPC475152
Remote Similarity	0.5988	NPC475394
Remote Similarity	0.5987	NPC296617
Remote Similarity	0.5974	NPC475281
Remote Similarity	0.5974	NPC476859
Remote Similarity	0.5974	NPC329923
Remote Similarity	0.5974	NPC477075
Remote Similarity	0.5974	NPC477194
Remote Similarity	0.5974	NPC477193
Remote Similarity	0.5974	NPC477191
Remote Similarity	0.5974	NPC477192
Remote Similarity	0.5974	NPC477078
Remote Similarity	0.5973	NPC157868
Remote Similarity	0.5973	NPC475775
Remote Similarity	0.5973	NPC476529
Remote Similarity	0.5973	NPC472949
Remote Similarity	0.5973	NPC473884
Remote Similarity	0.5973	NPC6377
Remote Similarity	0.5973	NPC469945
Remote Similarity	0.5973	NPC208381
Remote Similarity	0.5973	NPC309780
Remote Similarity	0.5973	NPC214484
Remote Similarity	0.5973	NPC35405
Remote Similarity	0.5973	NPC180550
Remote Similarity	0.5973	NPC11551
Remote Similarity	0.5973	NPC475171
Remote Similarity	0.5973	NPC114441
Remote Similarity	0.5973	NPC39211
Remote Similarity	0.5971	NPC472753
Remote Similarity	0.597	NPC470379
Remote Similarity	0.597	NPC470373
Remote Similarity	0.5963	NPC315210
Remote Similarity	0.5963	NPC315848
Remote Similarity	0.5963	NPC473396
Remote Similarity	0.5962	NPC476776
Remote Similarity	0.5962	NPC477195

Drug Structure

NPD8384 OpenBabel08211713012D 58 61 0 0 1 0 0 0 0 0999 V2000 3.6856 -7.0583 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 9.8140 -0.5498 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 2.7846 -6.6244 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 5.4169 0.8410 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 9.8140 -4.0139 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 -2.2818 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 10.3140 -3.1478 0.0000 C 0 0 1 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 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 -2.2818 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 11.3140 -3.1478 0.0000 Cl 0 0 0 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 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 -1.4158 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 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 1 0 0 0 0 2 24 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 7 52 1 0 0 0 0 8 53 1 0 0 0 0 9 54 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 16 1 0 0 0 0 14 15 1 0 0 0 0 14 29 1 0 0 0 0 15 31 1 0 0 0 0 16 45 1 0 0 0 0 17 24 1 0 0 0 0 17 25 1 0 0 0 0 18 24 2 0 0 0 0 18 30 1 0 0 0 0 19 25 1 0 0 0 0 19 36 1 0 0 0 0 20 26 2 0 0 0 0 21 27 1 0 0 0 0 21 37 1 0 0 0 0 22 29 1 0 0 0 0 22 35 1 0 0 0 0 23 33 1 0 0 0 0 23 34 1 0 0 0 0 25 3 1 6 0 0 0 27 43 1 1 0 0 0 28 6 1 6 0 0 0 28 33 1 0 0 0 0 28 38 1 0 0 0 0 29 20 1 1 0 0 0 30 10 1 6 0 0 0 30 34 1 0 0 0 0 31 35 1 0 0 0 0 31 44 1 1 0 0 0 32 13 1 1 0 0 0 32 42 1 0 0 0 0 32 45 1 0 0 0 0 33 46 1 1 0 0 0 34 47 2 0 0 0 0 35 52 1 1 0 0 0 36 39 1 0 0 0 0 36 53 1 6 0 0 0 37 39 1 0 0 0 0 37 54 1 1 0 0 0 38 26 1 6 0 0 0 38 55 1 0 0 0 0 39 56 1 6 0 0 0 40 41 1 0 0 0 0 40 43 1 0 0 0 0 40 48 2 0 0 0 0 41 45 1 0 0 0 0 41 49 2 0 0 0 0 42 50 2 0 0 0 0 42 55 1 0 0 0 0 43 51 1 1 0 0 0 43 56 1 0 0 0 0 46 57 1 0 0 0 0 51 58 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000594
DrugBank	DB00337
ChEMBL	CHEMBL1200686
IUPHAR/BPS	6783
PharmaGKB	PA164783790
KEGG Drug
PubChem CID	6509979
ChEBI	135888
CAS Number	137071-32-0

Drug Properties

Molecular Weight	809.45
ALogP	-0.4501
MLogP	4.76
XLogP	4.417
HDA	12
HBD	2
Rotatable Bonds	18
TPSA	158.13
RO5 Violation	1