NPASS drugs

Drug Information

Drug ID:	NPD8370
Drug Name:	PF-4287881
Molecular Formula:	C43H63N5O11
Canonical SMILES:	CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@@H]2[C@]1(C)OC(=O)N2C1CN(C1)Cc1c(O)cnc2c1nccc2)C)C)(C)OC
Standard InCHI:	InChI=1S/C43H63N5O11/c1-12-32-43(8)37(48(41(54)59-43)27-19-47(20-27)21-28-31(49)18-45-29-14-13-15-44-33(28)29)24(4)34(50)22(2)17-42(7,55-11)38(25(5)35(51)26(6)39(53)57-32)58-40-36(52)30(46(9)10)16-23(3)56-40/h13-15,18,22-27,30,32,36-38,40,49,52H,12,16-17,19-21H2,1-11H3/t22-,23-,24+,25+,26-,30+,32-,36-,37-,38-,40+,42-,43-/m1/s1
Standard InCHIKey:	PHBRSMBCWZLOFO-PBSXUYDUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8370

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	316
0.1-0.2	1542
0.2-0.3	6237
0.3-0.4	8904
0.4-0.5	10710
0.5-0.6	2204
0.6-0.7	947
0.7-0.8	29
0.8-0.85	1
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	0.8016	NPC472435
Intermediate Similarity	0.7992	NPC472436
Intermediate Similarity	0.7931	NPC313804
Intermediate Similarity	0.7931	NPC315804
Intermediate Similarity	0.7924	NPC186351
Intermediate Similarity	0.7924	NPC244536
Intermediate Similarity	0.766	NPC314270
Intermediate Similarity	0.7621	NPC472434
Intermediate Similarity	0.7609	NPC316403
Intermediate Similarity	0.7371	NPC316224
Intermediate Similarity	0.7328	NPC323752
Intermediate Similarity	0.7298	NPC182222
Intermediate Similarity	0.7295	NPC319232
Intermediate Similarity	0.7295	NPC24370
Intermediate Similarity	0.7189	NPC220852
Intermediate Similarity	0.7171	NPC285343
Intermediate Similarity	0.7154	NPC99891
Intermediate Similarity	0.7143	NPC314882
Intermediate Similarity	0.7082	NPC50997
Intermediate Similarity	0.7082	NPC160127
Intermediate Similarity	0.7066	NPC473800
Intermediate Similarity	0.7059	NPC473312
Intermediate Similarity	0.7054	NPC74562
Intermediate Similarity	0.7054	NPC151781
Intermediate Similarity	0.7054	NPC316181
Intermediate Similarity	0.7027	NPC476516
Intermediate Similarity	0.7013	NPC226202
Intermediate Similarity	0.7007	NPC196449
Intermediate Similarity	0.7007	NPC314222
Intermediate Similarity	0.7004	NPC315467
Remote Similarity	0.698	NPC52254
Remote Similarity	0.697	NPC478006
Remote Similarity	0.6969	NPC28945
Remote Similarity	0.6944	NPC54803
Remote Similarity	0.6944	NPC321592
Remote Similarity	0.6942	NPC111732
Remote Similarity	0.6939	NPC281049
Remote Similarity	0.6933	NPC472259
Remote Similarity	0.6932	NPC326363
Remote Similarity	0.6926	NPC288349
Remote Similarity	0.6914	NPC478009
Remote Similarity	0.6914	NPC478010
Remote Similarity	0.6911	NPC310618
Remote Similarity	0.691	NPC20593
Remote Similarity	0.6905	NPC14288
Remote Similarity	0.6905	NPC477906
Remote Similarity	0.6899	NPC291609
Remote Similarity	0.6892	NPC33949
Remote Similarity	0.689	NPC325976
Remote Similarity	0.6887	NPC81175
Remote Similarity	0.6875	NPC41679
Remote Similarity	0.6875	NPC474183
Remote Similarity	0.6865	NPC223409
Remote Similarity	0.6865	NPC95240
Remote Similarity	0.6863	NPC57453
Remote Similarity	0.6863	NPC477549
Remote Similarity	0.6862	NPC470500
Remote Similarity	0.686	NPC124300
Remote Similarity	0.6853	NPC476492
Remote Similarity	0.685	NPC323198
Remote Similarity	0.685	NPC284888
Remote Similarity	0.684	NPC182814
Remote Similarity	0.684	NPC314056
Remote Similarity	0.6833	NPC475841
Remote Similarity	0.6833	NPC474145
Remote Similarity	0.6829	NPC162812
Remote Similarity	0.6825	NPC100547
Remote Similarity	0.6822	NPC148889
Remote Similarity	0.6822	NPC102008
Remote Similarity	0.682	NPC471891
Remote Similarity	0.682	NPC161801
Remote Similarity	0.6818	NPC472752
Remote Similarity	0.681	NPC197881
Remote Similarity	0.6808	NPC476517
Remote Similarity	0.6806	NPC181081
Remote Similarity	0.6806	NPC313587
Remote Similarity	0.6806	NPC315893
Remote Similarity	0.6806	NPC316110
Remote Similarity	0.6803	NPC292517
Remote Similarity	0.6802	NPC174788
Remote Similarity	0.68	NPC475271
Remote Similarity	0.68	NPC64216
Remote Similarity	0.6798	NPC322135
Remote Similarity	0.6797	NPC328798
Remote Similarity	0.6792	NPC329708
Remote Similarity	0.6792	NPC165349
Remote Similarity	0.6792	NPC274291
Remote Similarity	0.6792	NPC264166
Remote Similarity	0.6792	NPC47059
Remote Similarity	0.6792	NPC12944
Remote Similarity	0.6792	NPC25442
Remote Similarity	0.6792	NPC118832
Remote Similarity	0.6789	NPC30570
Remote Similarity	0.6789	NPC476114
Remote Similarity	0.6788	NPC478012
Remote Similarity	0.6788	NPC478011
Remote Similarity	0.6786	NPC34580
Remote Similarity	0.6786	NPC476491
Remote Similarity	0.6786	NPC261251
Remote Similarity	0.6786	NPC118559
Remote Similarity	0.6786	NPC304307
Remote Similarity	0.6786	NPC124920
Remote Similarity	0.6781	NPC127647
Remote Similarity	0.678	NPC153400
Remote Similarity	0.6777	NPC287208
Remote Similarity	0.6773	NPC233727
Remote Similarity	0.6772	NPC476451
Remote Similarity	0.6769	NPC325093
Remote Similarity	0.6769	NPC327373
Remote Similarity	0.6765	NPC478013
Remote Similarity	0.6764	NPC314176
Remote Similarity	0.6763	NPC238457
Remote Similarity	0.676	NPC478141
Remote Similarity	0.6758	NPC475426
Remote Similarity	0.6758	NPC35208
Remote Similarity	0.6754	NPC473833
Remote Similarity	0.6751	NPC149708
Remote Similarity	0.6749	NPC477548
Remote Similarity	0.6748	NPC274842
Remote Similarity	0.6747	NPC128115
Remote Similarity	0.6746	NPC214142
Remote Similarity	0.6744	NPC470785
Remote Similarity	0.6744	NPC82472
Remote Similarity	0.6744	NPC470784
Remote Similarity	0.6742	NPC258048
Remote Similarity	0.6736	NPC156044
Remote Similarity	0.6735	NPC244856
Remote Similarity	0.6734	NPC82070
Remote Similarity	0.6727	NPC471303
Remote Similarity	0.6725	NPC219963
Remote Similarity	0.6724	NPC325775
Remote Similarity	0.6721	NPC5145
Remote Similarity	0.6721	NPC8022
Remote Similarity	0.6721	NPC470799
Remote Similarity	0.6719	NPC211920
Remote Similarity	0.6719	NPC124029
Remote Similarity	0.6718	NPC477861
Remote Similarity	0.6718	NPC477585
Remote Similarity	0.6718	NPC253482
Remote Similarity	0.6718	NPC477588
Remote Similarity	0.6718	NPC477590
Remote Similarity	0.6718	NPC477586
Remote Similarity	0.671	NPC318020
Remote Similarity	0.6709	NPC473763
Remote Similarity	0.6709	NPC472097
Remote Similarity	0.6709	NPC117244
Remote Similarity	0.6707	NPC306644
Remote Similarity	0.6707	NPC236424
Remote Similarity	0.6706	NPC125597
Remote Similarity	0.6706	NPC26881
Remote Similarity	0.6705	NPC184680
Remote Similarity	0.6696	NPC322043
Remote Similarity	0.6693	NPC170751
Remote Similarity	0.6693	NPC327769
Remote Similarity	0.6691	NPC227824
Remote Similarity	0.6681	NPC212213
Remote Similarity	0.6681	NPC59033
Remote Similarity	0.668	NPC313640
Remote Similarity	0.668	NPC473506
Remote Similarity	0.668	NPC89987
Remote Similarity	0.6679	NPC476090
Remote Similarity	0.6667	NPC328559
Remote Similarity	0.6654	NPC141053
Remote Similarity	0.6654	NPC473105
Remote Similarity	0.6653	NPC207531
Remote Similarity	0.6642	NPC328928
Remote Similarity	0.6642	NPC471978
Remote Similarity	0.6641	NPC150698
Remote Similarity	0.6641	NPC477587
Remote Similarity	0.6641	NPC477589
Remote Similarity	0.6641	NPC475648
Remote Similarity	0.6641	NPC96801
Remote Similarity	0.664	NPC475498
Remote Similarity	0.664	NPC475137
Remote Similarity	0.664	NPC477902
Remote Similarity	0.6639	NPC267928
Remote Similarity	0.6639	NPC329024
Remote Similarity	0.6638	NPC62510
Remote Similarity	0.6631	NPC477633
Remote Similarity	0.6628	NPC245055
Remote Similarity	0.6628	NPC33064
Remote Similarity	0.6627	NPC471190
Remote Similarity	0.6627	NPC471977
Remote Similarity	0.6627	NPC470486
Remote Similarity	0.6627	NPC475644
Remote Similarity	0.6627	NPC235364
Remote Similarity	0.6626	NPC309498
Remote Similarity	0.6625	NPC79223
Remote Similarity	0.6622	NPC25899
Remote Similarity	0.6618	NPC152620
Remote Similarity	0.6615	NPC477516
Remote Similarity	0.6615	NPC101543
Remote Similarity	0.6615	NPC469748
Remote Similarity	0.6615	NPC469554
Remote Similarity	0.6614	NPC477901
Remote Similarity	0.6613	NPC478157
Remote Similarity	0.6612	NPC476115
Remote Similarity	0.6612	NPC200836
Remote Similarity	0.6612	NPC469589
Remote Similarity	0.6612	NPC53144

Drug Structure

NPD8370 OpenBabel08211713012D 61 66 0 0 1 0 0 0 0 0999 V2000 -3.1126 3.7713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3996 -2.8914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1461 -4.7385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6927 -0.6497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0222 -0.7917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4570 1.9686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6163 -2.6259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8035 0.6858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3879 -6.3167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4979 -4.9871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7954 -3.4530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5309 2.9579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5696 -4.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6037 -5.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8284 -3.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8526 -5.0350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8232 -2.2448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2235 -3.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8536 -2.0004 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0850 -4.3941 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6724 -0.4491 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0525 -0.5474 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.6614 1.3628 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4483 -2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 -4.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7915 -4.6906 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4824 -2.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9444 2.0475 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1554 -3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0859 -1.3596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0750 0.4524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9626 -3.7054 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6948 0.5507 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.5985 -1.4384 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8938 2.0037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1950 -3.0645 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5507 1.6948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8029 -2.0442 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1488 1.4417 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1213 -3.1213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9306 -4.6049 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.5591 -5.3315 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2247 -2.2247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2903 -1.9653 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0547 0.6530 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9015 -3.3610 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3478 2.8947 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3403 2.1488 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7058 -3.0395 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2562 -3.4089 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9241 2.2481 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3662 -2.0793 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4417 2.1488 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1907 -2.4836 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6691 -4.0019 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 9 46 1 0 0 0 0 10 46 1 0 0 0 0 11 55 1 0 0 0 0 12 32 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 29 1 0 0 0 0 15 44 2 0 0 0 0 16 23 1 0 0 0 0 16 30 1 0 0 0 0 17 22 1 0 0 0 0 17 42 1 0 0 0 0 18 31 2 0 0 0 0 18 45 1 0 0 0 0 19 27 1 0 0 0 0 19 47 1 0 0 0 0 20 27 1 0 0 0 0 20 47 1 0 0 0 0 21 28 1 0 0 0 0 21 47 1 0 0 0 0 22 2 1 6 0 0 0 22 34 1 0 0 0 0 23 3 1 6 0 0 0 23 56 1 0 0 0 0 24 4 1 1 0 0 0 24 34 1 0 0 0 0 24 37 1 0 0 0 0 25 5 1 1 0 0 0 25 35 1 0 0 0 0 25 38 1 0 0 0 0 26 6 1 1 0 0 0 26 35 1 0 0 0 0 26 39 1 0 0 0 0 27 48 1 0 0 0 0 28 31 1 0 0 0 0 28 33 2 0 0 0 0 29 33 1 0 0 0 0 29 45 2 0 0 0 0 30 36 1 0 0 0 0 30 46 1 6 0 0 0 31 49 1 0 0 0 0 32 43 1 6 0 0 0 32 57 1 0 0 0 0 33 44 1 0 0 0 0 34 50 2 0 0 0 0 35 51 2 0 0 0 0 36 40 1 0 0 0 0 36 52 1 1 0 0 0 37 43 1 6 0 0 0 37 48 1 0 0 0 0 38 42 1 6 0 0 0 38 58 1 0 0 0 0 39 53 2 0 0 0 0 39 57 1 0 0 0 0 40 56 1 0 0 0 0 40 58 1 6 0 0 0 41 48 1 0 0 0 0 41 54 2 0 0 0 0 41 59 1 0 0 0 0 42 7 1 6 0 0 0 42 55 1 0 0 0 0 43 8 1 6 0 0 0 43 59 1 0 0 0 0 49 60 1 0 0 0 0 52 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014212
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	825.45
ALogP	-0.8607
MLogP	4.43
XLogP	1.248
HDA	15
HBD	2
Rotatable Bonds	21
TPSA	190.39
RO5 Violation	1