NPASS drugs

Drug Information

Drug ID:	NPD8103
Drug Name:
Molecular Formula:	C38H44N4O8
Canonical SMILES:	COC(=O)[C@@H](N=C([C@@H]1Cc2c(N1C(=O)[C@@H]1Cc3c(N1C(=O)OC(C)(C)C)cccc3)cccc2)O)CCCCN=C(OCc1ccccc1)O
Standard InCHI:	InChI=1S/C38H44N4O8/c1-38(2,3)50-37(47)42-30-20-11-9-17-27(30)23-32(42)34(44)41-29-19-10-8-16-26(29)22-31(41)33(43)40-28(35(45)48-4)18-12-13-21-39-36(46)49-24-25-14-6-5-7-15-25/h5-11,14-17,19-20,28,31-32H,12-13,18,21-24H2,1-4H3,(H,39,46)(H,40,43)/t28-,31-,32-/m0/s1
Standard InCHIKey:	GKYGBJABPHBINI-MHDHXZMLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8103

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	173
0.1-0.2	994
0.2-0.3	3826
0.3-0.4	9643
0.4-0.5	11944
0.5-0.6	3034
0.6-0.7	1187
0.7-0.8	89
0.8-0.85	0
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	0.7719	NPC254798
Intermediate Similarity	0.7709	NPC472115
Intermediate Similarity	0.7709	NPC472114
Intermediate Similarity	0.7549	NPC15384
Intermediate Similarity	0.7549	NPC244425
Intermediate Similarity	0.7463	NPC471197
Intermediate Similarity	0.7427	NPC471198
Intermediate Similarity	0.7366	NPC478157
Intermediate Similarity	0.7348	NPC289776
Intermediate Similarity	0.7348	NPC133470
Intermediate Similarity	0.7348	NPC191863
Intermediate Similarity	0.7341	NPC262077
Intermediate Similarity	0.7327	NPC285192
Intermediate Similarity	0.7326	NPC314388
Intermediate Similarity	0.7326	NPC315283
Intermediate Similarity	0.7308	NPC189116
Intermediate Similarity	0.7283	NPC313867
Intermediate Similarity	0.7283	NPC316008
Intermediate Similarity	0.7278	NPC104345
Intermediate Similarity	0.726	NPC248601
Intermediate Similarity	0.7253	NPC476231
Intermediate Similarity	0.7241	NPC314358
Intermediate Similarity	0.7231	NPC204970
Intermediate Similarity	0.7225	NPC476978
Intermediate Similarity	0.7219	NPC477462
Intermediate Similarity	0.7214	NPC473460
Intermediate Similarity	0.7214	NPC295548
Intermediate Similarity	0.7213	NPC472923
Intermediate Similarity	0.7206	NPC478158
Intermediate Similarity	0.7196	NPC321211
Intermediate Similarity	0.7188	NPC322621
Intermediate Similarity	0.7184	NPC209509
Intermediate Similarity	0.7174	NPC470069
Intermediate Similarity	0.7174	NPC52059
Intermediate Similarity	0.7168	NPC161069
Intermediate Similarity	0.7166	NPC137627
Intermediate Similarity	0.7164	NPC471436
Intermediate Similarity	0.7143	NPC243673
Intermediate Similarity	0.7143	NPC263709
Intermediate Similarity	0.7143	NPC310403
Intermediate Similarity	0.7143	NPC97380
Intermediate Similarity	0.7143	NPC148468
Intermediate Similarity	0.7143	NPC471122
Intermediate Similarity	0.7143	NPC225400
Intermediate Similarity	0.7143	NPC255447
Intermediate Similarity	0.7143	NPC63210
Intermediate Similarity	0.7135	NPC233702
Intermediate Similarity	0.7135	NPC141957
Intermediate Similarity	0.7128	NPC279871
Intermediate Similarity	0.7126	NPC473322
Intermediate Similarity	0.7123	NPC285343
Intermediate Similarity	0.7121	NPC472540
Intermediate Similarity	0.7121	NPC472539
Intermediate Similarity	0.7121	NPC470787
Intermediate Similarity	0.7113	NPC473815
Intermediate Similarity	0.7111	NPC469903
Intermediate Similarity	0.7108	NPC472538
Intermediate Similarity	0.7108	NPC470786
Intermediate Similarity	0.7108	NPC471155
Intermediate Similarity	0.7104	NPC474058
Intermediate Similarity	0.7097	NPC469904
Intermediate Similarity	0.7095	NPC202198
Intermediate Similarity	0.7095	NPC122590
Intermediate Similarity	0.7094	NPC473422
Intermediate Similarity	0.7092	NPC276430
Intermediate Similarity	0.7085	NPC472542
Intermediate Similarity	0.7085	NPC472541
Intermediate Similarity	0.7081	NPC471124
Intermediate Similarity	0.7079	NPC311357
Intermediate Similarity	0.7073	NPC270241
Intermediate Similarity	0.7065	NPC471052
Intermediate Similarity	0.7065	NPC471053
Intermediate Similarity	0.7065	NPC471051
Intermediate Similarity	0.7064	NPC220852
Intermediate Similarity	0.7049	NPC469902
Intermediate Similarity	0.7049	NPC473003
Intermediate Similarity	0.7047	NPC294951
Intermediate Similarity	0.7041	NPC130309
Intermediate Similarity	0.7039	NPC471561
Intermediate Similarity	0.7037	NPC26108
Intermediate Similarity	0.7037	NPC155506
Intermediate Similarity	0.7037	NPC159767
Intermediate Similarity	0.7021	NPC89831
Intermediate Similarity	0.7016	NPC269750
Intermediate Similarity	0.7016	NPC194671
Intermediate Similarity	0.701	NPC307396
Intermediate Similarity	0.7006	NPC138775
Intermediate Similarity	0.7	NPC262166
Intermediate Similarity	0.7	NPC129624
Remote Similarity	0.6995	NPC211525
Remote Similarity	0.6995	NPC153694
Remote Similarity	0.6989	NPC5620
Remote Similarity	0.6984	NPC276993
Remote Similarity	0.6984	NPC298851
Remote Similarity	0.6984	NPC293255
Remote Similarity	0.6984	NPC181138
Remote Similarity	0.6984	NPC210415
Remote Similarity	0.6984	NPC21752
Remote Similarity	0.6979	NPC39822
Remote Similarity	0.6978	NPC161827
Remote Similarity	0.6966	NPC240848
Remote Similarity	0.6954	NPC473298
Remote Similarity	0.6947	NPC136797
Remote Similarity	0.6938	NPC75634
Remote Similarity	0.6936	NPC127741
Remote Similarity	0.6935	NPC313757
Remote Similarity	0.6934	NPC281049
Remote Similarity	0.6934	NPC303658
Remote Similarity	0.6932	NPC52748
Remote Similarity	0.6931	NPC230611
Remote Similarity	0.6927	NPC2501
Remote Similarity	0.6923	NPC315542
Remote Similarity	0.6919	NPC225319
Remote Similarity	0.6919	NPC68650
Remote Similarity	0.6914	NPC269398
Remote Similarity	0.6914	NPC263493
Remote Similarity	0.691	NPC16188
Remote Similarity	0.691	NPC225648
Remote Similarity	0.691	NPC329761
Remote Similarity	0.6907	NPC470112
Remote Similarity	0.6907	NPC470903
Remote Similarity	0.6907	NPC167763
Remote Similarity	0.6902	NPC113946
Remote Similarity	0.6902	NPC61013
Remote Similarity	0.6902	NPC123241
Remote Similarity	0.6901	NPC475609
Remote Similarity	0.6898	NPC254700
Remote Similarity	0.6897	NPC98424
Remote Similarity	0.6897	NPC178662
Remote Similarity	0.6897	NPC92784
Remote Similarity	0.6897	NPC470884
Remote Similarity	0.6897	NPC476133
Remote Similarity	0.6897	NPC287358
Remote Similarity	0.6895	NPC306804
Remote Similarity	0.6895	NPC285622
Remote Similarity	0.6893	NPC308197
Remote Similarity	0.689	NPC471532
Remote Similarity	0.6889	NPC7817
Remote Similarity	0.6889	NPC475168
Remote Similarity	0.6882	NPC200589
Remote Similarity	0.6882	NPC293458
Remote Similarity	0.6882	NPC472120
Remote Similarity	0.6882	NPC472101
Remote Similarity	0.6881	NPC33949
Remote Similarity	0.6875	NPC473001
Remote Similarity	0.6875	NPC162860
Remote Similarity	0.6872	NPC471049
Remote Similarity	0.6872	NPC314817
Remote Similarity	0.6872	NPC471048
Remote Similarity	0.6872	NPC97584
Remote Similarity	0.6872	NPC66191
Remote Similarity	0.6872	NPC471050
Remote Similarity	0.6872	NPC316297
Remote Similarity	0.6869	NPC473305
Remote Similarity	0.6869	NPC163961
Remote Similarity	0.6868	NPC470902
Remote Similarity	0.6866	NPC319232
Remote Similarity	0.6866	NPC24370
Remote Similarity	0.6865	NPC193410
Remote Similarity	0.6865	NPC469901
Remote Similarity	0.6862	NPC107938
Remote Similarity	0.6862	NPC294516
Remote Similarity	0.6862	NPC302597
Remote Similarity	0.6861	NPC474183
Remote Similarity	0.6861	NPC470785
Remote Similarity	0.686	NPC54420
Remote Similarity	0.6859	NPC476227
Remote Similarity	0.6859	NPC164608
Remote Similarity	0.6859	NPC317725
Remote Similarity	0.6859	NPC326407
Remote Similarity	0.6859	NPC470548
Remote Similarity	0.6859	NPC473402
Remote Similarity	0.6857	NPC239762
Remote Similarity	0.6857	NPC163392
Remote Similarity	0.6845	NPC63931
Remote Similarity	0.6842	NPC355
Remote Similarity	0.684	NPC234772
Remote Similarity	0.6839	NPC6974
Remote Similarity	0.6839	NPC471264
Remote Similarity	0.6839	NPC218594
Remote Similarity	0.6839	NPC471265
Remote Similarity	0.6839	NPC99043
Remote Similarity	0.6835	NPC261251
Remote Similarity	0.6835	NPC304307
Remote Similarity	0.6835	NPC118559
Remote Similarity	0.6835	NPC186351
Remote Similarity	0.6835	NPC34580
Remote Similarity	0.6835	NPC124920
Remote Similarity	0.6833	NPC129666
Remote Similarity	0.6832	NPC90967
Remote Similarity	0.6828	NPC248117
Remote Similarity	0.6828	NPC241794
Remote Similarity	0.6825	NPC471663
Remote Similarity	0.6824	NPC111428
Remote Similarity	0.6821	NPC143533
Remote Similarity	0.6816	NPC184680
Remote Similarity	0.6816	NPC135121
Remote Similarity	0.6816	NPC289299
Remote Similarity	0.6816	NPC28945
Remote Similarity	0.6816	NPC57994

Drug Structure

NPD8103 OpenBabel08211713002D 52 56 0 0 1 0 0 0 0 0999 V2000 3.2675 1.5874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0596 0.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0074 2.2294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4498 5.7032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9367 2.5536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.9586 2.7615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.2457 1.6026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5686 -1.1767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6175 -1.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7077 2.1069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0167 1.1558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2895 2.0184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.5766 0.8594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7765 -0.1986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7296 2.3148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8744 -0.8166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9949 0.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0334 1.4706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9293 0.3242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5985 1.0673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0334 0.4706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4206 3.2659 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0823 1.7796 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7733 2.7306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0897 4.0090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2821 -0.2110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3164 1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3039 -0.0031 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4424 3.4738 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4945 0.9706 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 -1.7951 2.9385 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 1.8366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0678 3.8011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5911 -1.1621 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7807 4.9601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9512 0.5321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 0.5352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4861 3.8896 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5692 -1.3700 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 38 1 0 0 0 0 2 38 1 0 0 0 0 3 38 1 0 0 0 0 4 48 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 18 1 0 0 0 0 13 21 1 0 0 0 0 14 25 2 0 0 0 0 15 25 1 0 0 0 0 16 26 2 0 0 0 0 17 27 2 0 0 0 0 19 29 2 0 0 0 0 20 30 2 0 0 0 0 21 39 1 0 0 0 0 22 26 1 0 0 0 0 22 31 1 0 0 0 0 23 27 1 0 0 0 0 23 32 1 0 0 0 0 24 25 1 0 0 0 0 24 49 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 28 18 1 1 0 0 0 28 35 1 0 0 0 0 28 40 1 0 0 0 0 29 41 1 0 0 0 0 30 42 1 0 0 0 0 31 33 1 1 0 0 0 31 41 1 0 0 0 0 32 34 1 1 0 0 0 32 42 1 0 0 0 0 33 40 2 3 0 0 0 33 43 1 0 0 0 0 34 41 1 0 0 0 0 34 44 2 0 0 0 0 35 45 2 0 0 0 0 35 48 1 0 0 0 0 36 39 2 3 0 0 0 36 46 1 0 0 0 0 36 49 1 0 0 0 0 37 42 1 0 0 0 0 37 47 2 0 0 0 0 37 50 1 0 0 0 0 38 50 1 0 0 0 0 43 51 1 0 0 0 0 46 52 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000509
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9961556
ChEBI
CAS Number

Drug Properties

Molecular Weight	684.32
ALogP	-0.6979
MLogP	4.32
XLogP	8.832
HDA	12
HBD	2
Rotatable Bonds	23
TPSA	150.56
RO5 Violation	3