NPASS drugs

Drug Information

Drug ID:	NPD8414
Drug Name:	ascrolimus
Molecular Formula:	C44H69N5O11
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)n1nncn1)/C)CCCC2
Standard InCHI:	InChI=1S/C44H69N5O11/c1-10-31-18-25(2)17-26(3)19-37(57-8)40-38(58-9)21-28(5)44(55,60-40)41(52)42(53)48-16-12-11-13-33(48)43(54)59-39(29(6)34(50)23-35(31)51)27(4)20-30-14-15-32(36(22-30)56-7)49-46-24-45-47-49/h18,20,24,26,28-34,36-40,50,55H,10-17,19,21-23H2,1-9H3/b25-18+,27-20+/t26-,28+,29+,30-,31+,32-,33-,34-,36+,37-,38-,39+,40+,44+/m0/s1
Standard InCHIKey:	IMCCOKUURCKIGZ-ADVKXBNGSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8414

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	110
0.1-0.2	658
0.2-0.3	2986
0.3-0.4	14143
0.4-0.5	10878
0.5-0.6	2068
0.6-0.7	45
0.7-0.8	0
0.8-0.85	2
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	0.8207	NPC120420
Intermediate Similarity	0.8151	NPC99864
Remote Similarity	0.6725	NPC327517
Remote Similarity	0.6725	NPC317377
Remote Similarity	0.6725	NPC319334
Remote Similarity	0.6725	NPC321485
Remote Similarity	0.6725	NPC322372
Remote Similarity	0.6582	NPC120335
Remote Similarity	0.6538	NPC314282
Remote Similarity	0.6536	NPC23963
Remote Similarity	0.6478	NPC316401
Remote Similarity	0.6474	NPC309525
Remote Similarity	0.641	NPC314512
Remote Similarity	0.641	NPC313333
Remote Similarity	0.641	NPC313342
Remote Similarity	0.641	NPC314451
Remote Similarity	0.625	NPC315387
Remote Similarity	0.625	NPC316205
Remote Similarity	0.6242	NPC314629
Remote Similarity	0.6234	NPC106791
Remote Similarity	0.6234	NPC201889
Remote Similarity	0.6169	NPC6531
Remote Similarity	0.6149	NPC314050
Remote Similarity	0.6149	NPC315809
Remote Similarity	0.6139	NPC316133
Remote Similarity	0.6139	NPC318445
Remote Similarity	0.6129	NPC235625
Remote Similarity	0.6118	NPC1111
Remote Similarity	0.6118	NPC261750
Remote Similarity	0.6104	NPC30196
Remote Similarity	0.6096	NPC188785
Remote Similarity	0.609	NPC477515
Remote Similarity	0.609	NPC67917
Remote Similarity	0.609	NPC313802
Remote Similarity	0.609	NPC314268
Remote Similarity	0.6087	NPC477793
Remote Similarity	0.6087	NPC329919
Remote Similarity	0.6078	NPC469597
Remote Similarity	0.6067	NPC171734
Remote Similarity	0.6065	NPC147707
Remote Similarity	0.6059	NPC142761
Remote Similarity	0.6039	NPC103391
Remote Similarity	0.6039	NPC472536
Remote Similarity	0.6024	NPC472430
Remote Similarity	0.6013	NPC315188
Remote Similarity	0.6013	NPC60432
Remote Similarity	0.6	NPC137453
Remote Similarity	0.5989	NPC475342
Remote Similarity	0.5988	NPC316249
Remote Similarity	0.5976	NPC315210
Remote Similarity	0.5976	NPC315848
Remote Similarity	0.5975	NPC273185
Remote Similarity	0.5974	NPC193471
Remote Similarity	0.5974	NPC130124
Remote Similarity	0.5966	NPC162104
Remote Similarity	0.596	NPC475150
Remote Similarity	0.5948	NPC474411
Remote Similarity	0.5948	NPC30911
Remote Similarity	0.5948	NPC474431
Remote Similarity	0.5948	NPC476875
Remote Similarity	0.5948	NPC316984
Remote Similarity	0.5938	NPC315783
Remote Similarity	0.5924	NPC200412
Remote Similarity	0.5924	NPC120599
Remote Similarity	0.5924	NPC156336
Remote Similarity	0.5921	NPC313668
Remote Similarity	0.5921	NPC315836
Remote Similarity	0.592	NPC145113
Remote Similarity	0.5896	NPC477519
Remote Similarity	0.5889	NPC197743
Remote Similarity	0.5889	NPC297145
Remote Similarity	0.5886	NPC241050
Remote Similarity	0.5882	NPC172365
Remote Similarity	0.5882	NPC82931
Remote Similarity	0.5882	NPC210729
Remote Similarity	0.5879	NPC261730
Remote Similarity	0.5876	NPC475527
Remote Similarity	0.5876	NPC265699
Remote Similarity	0.5868	NPC472428
Remote Similarity	0.5868	NPC75318
Remote Similarity	0.5867	NPC472748
Remote Similarity	0.5867	NPC64168
Remote Similarity	0.5864	NPC474371
Remote Similarity	0.586	NPC475642
Remote Similarity	0.5849	NPC477140
Remote Similarity	0.5849	NPC477143
Remote Similarity	0.5844	NPC168758
Remote Similarity	0.5844	NPC181510
Remote Similarity	0.5844	NPC47857
Remote Similarity	0.5843	NPC174336
Remote Similarity	0.5843	NPC113620
Remote Similarity	0.5843	NPC100612
Remote Similarity	0.5843	NPC187497
Remote Similarity	0.5843	NPC475599
Remote Similarity	0.5839	NPC227622
Remote Similarity	0.5833	NPC243902
Remote Similarity	0.5833	NPC474984
Remote Similarity	0.5833	NPC145899
Remote Similarity	0.5828	NPC472749
Remote Similarity	0.5828	NPC204556
Remote Similarity	0.5828	NPC472751
Remote Similarity	0.5823	NPC284656
Remote Similarity	0.5814	NPC475584
Remote Similarity	0.5814	NPC269398
Remote Similarity	0.5814	NPC475152
Remote Similarity	0.5814	NPC263493
Remote Similarity	0.5814	NPC475394
Remote Similarity	0.5813	NPC475383
Remote Similarity	0.5813	NPC156379
Remote Similarity	0.5808	NPC76999
Remote Similarity	0.5806	NPC474995
Remote Similarity	0.5806	NPC275100
Remote Similarity	0.5806	NPC469865
Remote Similarity	0.5805	NPC5620
Remote Similarity	0.5802	NPC469999
Remote Similarity	0.5802	NPC321197
Remote Similarity	0.5802	NPC470922
Remote Similarity	0.58	NPC173690
Remote Similarity	0.58	NPC472747
Remote Similarity	0.58	NPC6271
Remote Similarity	0.58	NPC472750
Remote Similarity	0.58	NPC80439
Remote Similarity	0.58	NPC279833
Remote Similarity	0.578	NPC475892
Remote Similarity	0.5778	NPC477398
Remote Similarity	0.5771	NPC244380
Remote Similarity	0.5771	NPC61717
Remote Similarity	0.5765	NPC200788
Remote Similarity	0.5765	NPC243680
Remote Similarity	0.5759	NPC475421
Remote Similarity	0.5756	NPC268841
Remote Similarity	0.5756	NPC307357
Remote Similarity	0.5756	NPC46098
Remote Similarity	0.575	NPC109607
Remote Similarity	0.575	NPC107338
Remote Similarity	0.5749	NPC119794
Remote Similarity	0.5749	NPC133089
Remote Similarity	0.5749	NPC73829
Remote Similarity	0.5747	NPC276822
Remote Similarity	0.5746	NPC316244
Remote Similarity	0.5742	NPC21713
Remote Similarity	0.5742	NPC475608
Remote Similarity	0.574	NPC82129
Remote Similarity	0.5739	NPC225648
Remote Similarity	0.5739	NPC329761
Remote Similarity	0.5739	NPC135121
Remote Similarity	0.5733	NPC472754
Remote Similarity	0.5732	NPC145501
Remote Similarity	0.5724	NPC476740
Remote Similarity	0.5724	NPC476738
Remote Similarity	0.5723	NPC313657
Remote Similarity	0.5714	NPC209509
Remote Similarity	0.5714	NPC218602
Remote Similarity	0.5714	NPC473578
Remote Similarity	0.5706	NPC471821
Remote Similarity	0.5706	NPC470654
Remote Similarity	0.5706	NPC470653
Remote Similarity	0.5706	NPC470650
Remote Similarity	0.5706	NPC471820
Remote Similarity	0.5705	NPC474497
Remote Similarity	0.5697	NPC471086
Remote Similarity	0.5695	NPC309398
Remote Similarity	0.5695	NPC473816
Remote Similarity	0.5695	NPC475367
Remote Similarity	0.5695	NPC476877
Remote Similarity	0.5695	NPC474581
Remote Similarity	0.5695	NPC472755
Remote Similarity	0.5689	NPC90814
Remote Similarity	0.5689	NPC475472
Remote Similarity	0.5689	NPC189393
Remote Similarity	0.5687	NPC475775
Remote Similarity	0.5687	NPC476529
Remote Similarity	0.5686	NPC271562
Remote Similarity	0.568	NPC280941
Remote Similarity	0.568	NPC235772
Remote Similarity	0.568	NPC262813
Remote Similarity	0.5677	NPC83005
Remote Similarity	0.5677	NPC196073
Remote Similarity	0.5677	NPC195435
Remote Similarity	0.5674	NPC129666
Remote Similarity	0.5671	NPC471263
Remote Similarity	0.567	NPC470112
Remote Similarity	0.567	NPC167763
Remote Similarity	0.567	NPC470903
Remote Similarity	0.5667	NPC472753
Remote Similarity	0.5663	NPC476851
Remote Similarity	0.566	NPC65045
Remote Similarity	0.5657	NPC214821
Remote Similarity	0.5657	NPC298067
Remote Similarity	0.5655	NPC69496
Remote Similarity	0.5647	NPC471089
Remote Similarity	0.5647	NPC245836
Remote Similarity	0.5647	NPC233910
Remote Similarity	0.5647	NPC190065
Remote Similarity	0.5647	NPC251998
Remote Similarity	0.5647	NPC141215
Remote Similarity	0.5644	NPC91693
Remote Similarity	0.5644	NPC105926
Remote Similarity	0.5644	NPC265557
Remote Similarity	0.5644	NPC18945

Drug Structure

NPD8414 OpenBabel08211713022D 62 66 0 0 1 0 0 0 0 0999 V2000 9.3556 -5.7719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0321 -4.6374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7783 -2.7555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2196 3.4766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6935 -2.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.7844 -0.9988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.7273 0.2368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5293 -5.2086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8971 3.2568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7631 3.7568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8971 2.2568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6291 3.2568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3140 -3.1478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6013 -4.1367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1720 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1137 2.1578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7631 -3.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5321 -3.7713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8773 -2.3216 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2944 2.4793 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6490 -1.8549 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6041 -4.2114 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.7631 1.7568 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0829 -2.7558 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6291 -3.9889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.1720 -0.3660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.3731 1.3168 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.8773 0.5895 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.6013 2.4046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6041 2.4793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0829 1.0238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5321 2.0393 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.6291 2.2568 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 5.2567 -3.3191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2638 -4.9198 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8238 3.3795 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5293 3.4766 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2567 1.5871 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5734 1.7548 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.1609 -0.2170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3619 1.1677 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6490 0.1228 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.3140 1.4158 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3314 -4.3163 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3404 0.7824 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 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 56 1 0 0 0 0 8 57 1 0 0 0 0 9 58 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 30 1 0 0 0 0 16 48 1 0 0 0 0 17 25 1 0 0 0 0 17 26 1 0 0 0 0 18 25 2 0 0 0 0 18 31 1 0 0 0 0 19 26 1 0 0 0 0 19 37 1 0 0 0 0 20 27 2 0 0 0 0 21 28 1 0 0 0 0 21 38 1 0 0 0 0 22 30 1 0 0 0 0 22 36 1 0 0 0 0 23 34 1 0 0 0 0 23 35 1 0 0 0 0 24 45 1 0 0 0 0 24 46 2 0 0 0 0 26 3 1 1 0 0 0 28 44 1 6 0 0 0 29 6 1 1 0 0 0 29 34 1 0 0 0 0 29 39 1 0 0 0 0 30 20 1 1 0 0 0 31 10 1 1 0 0 0 31 35 1 0 0 0 0 32 15 1 1 0 0 0 32 36 1 0 0 0 0 32 49 1 0 0 0 0 33 13 1 6 0 0 0 33 43 1 0 0 0 0 33 48 1 0 0 0 0 34 50 1 6 0 0 0 35 51 2 0 0 0 0 36 56 1 1 0 0 0 37 40 1 0 0 0 0 37 57 1 1 0 0 0 38 40 1 0 0 0 0 38 58 1 6 0 0 0 39 27 1 1 0 0 0 39 59 1 0 0 0 0 40 60 1 1 0 0 0 41 42 1 0 0 0 0 41 44 1 0 0 0 0 41 52 2 0 0 0 0 42 48 1 0 0 0 0 42 53 2 0 0 0 0 43 54 2 0 0 0 0 43 59 1 0 0 0 0 44 55 1 6 0 0 0 44 60 1 0 0 0 0 45 47 2 0 0 0 0 46 49 1 0 0 0 0 47 49 1 0 0 0 0 50 61 1 0 0 0 0 55 62 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007612
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	843.50
ALogP	-1.1812
MLogP	4.54
XLogP	3.335
HDA	16
HBD	2
Rotatable Bonds	18
TPSA	201.73
RO5 Violation	1