NPASS drugs

Drug Information

Drug ID:	NPD8058
Drug Name:
Molecular Formula:	C37H42N4O13
Canonical SMILES:	OCC(=NN=C(CCCCCN1C(=O)C=CC1=O)O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](N)[C@@H]([C@@H](O2)C)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC
Standard InCHI:	"InChI=1S/C37H42N4O13/c1-17-32(46)20(38)13-27(53-17)54-22-15-37(51,23(16-42)39-40-24(43)9-4-3-5-12-41-25(44)10-11-26(41)45)14-19-29(22)36(50)31-30(34(19)48)33(47)18-7-6-8-21(52-2)28(18)35(31)49/h6-8,10-11,17,20,22,27,32,42,46,48,50-51H,3-5,9,12-16,38H2,1-2H3,(H,40,43)/t17-,20-,22-,27-,32+,37-/m0/s1"
Standard InCHIKey:	OBMJQRLIQQTJLR-FRTGXRTISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8058

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	44611
0.1-0.2	163727
0.2-0.3	3225
0.3-0.4	90
0.4-0.5	26
0.5-0.6	36
0.6-0.7	16
0.7-0.8	6
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7071	NPC261012
Intermediate Similarity	0.7071	NPC314738
Intermediate Similarity	0.7071	NPC23467
Intermediate Similarity	0.7071	NPC599904
Intermediate Similarity	0.7	NPC468994
Intermediate Similarity	0.7	NPC599791
Remote Similarity	0.6939	NPC55094
Remote Similarity	0.6939	NPC109403
Remote Similarity	0.6939	NPC37318
Remote Similarity	0.6939	NPC559703
Remote Similarity	0.6939	NPC612087
Remote Similarity	0.6869	NPC487573
Remote Similarity	0.6869	NPC611676
Remote Similarity	0.64	NPC503116
Remote Similarity	0.6373	NPC510219
Remote Similarity	0.6373	NPC572620
Remote Similarity	0.6337	NPC532268
Remote Similarity	0.6337	NPC574720
Remote Similarity	0.6337	NPC582713
Remote Similarity	0.6337	NPC603200
Remote Similarity	0.6311	NPC549797
Remote Similarity	0.6311	NPC601855
Remote Similarity	0.5888	NPC580365
Remote Similarity	0.5888	NPC594153
Remote Similarity	0.5755	NPC515159
Remote Similarity	0.5755	NPC517461
Remote Similarity	0.5755	NPC569191
Remote Similarity	0.57	NPC569653
Remote Similarity	0.57	NPC611971
Remote Similarity	0.5636	NPC593984
Remote Similarity	0.5636	NPC600087
Remote Similarity	0.5526	NPC558539
Remote Similarity	0.5526	NPC559618
Remote Similarity	0.5526	NPC573204
Remote Similarity	0.5495	NPC524103
Remote Similarity	0.5495	NPC551304
Remote Similarity	0.5495	NPC573717
Remote Similarity	0.5495	NPC587726
Remote Similarity	0.5398	NPC512117
Remote Similarity	0.5398	NPC548113
Remote Similarity	0.5398	NPC567919
Remote Similarity	0.537	NPC541072
Remote Similarity	0.537	NPC576886
Remote Similarity	0.5278	NPC502879
Remote Similarity	0.525	NPC544248
Remote Similarity	0.525	NPC583546
Remote Similarity	0.525	NPC586088
Remote Similarity	0.5197	NPC256596
Remote Similarity	0.5197	NPC307834
Remote Similarity	0.5167	NPC496533
Remote Similarity	0.5167	NPC582117
Remote Similarity	0.5133	NPC498484
Remote Similarity	0.5124	NPC530848
Remote Similarity	0.5118	NPC496202
Remote Similarity	0.5118	NPC532430
Remote Similarity	0.5118	NPC597507
Remote Similarity	0.504	NPC99361
Remote Similarity	0.504	NPC577128

Drug Structure

NPD8058 OpenBabel08211712032D 62 67 0 0 1 0 0 0 0 0999 V2000 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5831 2.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6172 2.8449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2902 3.2932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9101 2.1378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.4049 4.4760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6978 5.1831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2561 3.0343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8228 0.2753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5640 1.2412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9441 2.3966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9509 3.5850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8068 4.7291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 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 -2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2711 1.9483 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2370 1.6895 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.9632 3.7414 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7887 0.0164 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6853 3.3625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.4049 2.6940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9158 5.1831 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4676 2.4914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4959 0.7235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7194 3.6213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5437 2.8741 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 52 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 9 1 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 18 1 0 0 0 0 8 21 2 0 0 0 0 9 24 1 0 0 0 0 10 11 2 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 12 41 1 0 0 0 0 13 20 1 0 0 0 0 13 27 1 0 0 0 0 14 19 1 0 0 0 0 14 37 1 0 0 0 0 15 22 1 0 0 0 0 15 37 1 0 0 0 0 16 23 1 0 0 0 0 16 42 1 0 0 0 0 17 1 1 6 0 0 0 17 32 1 0 0 0 0 17 53 1 0 0 0 0 18 28 2 0 0 0 0 18 33 1 0 0 0 0 19 29 1 0 0 0 0 19 34 2 0 0 0 0 20 32 1 0 0 0 0 20 38 1 6 0 0 0 21 28 1 0 0 0 0 21 52 1 0 0 0 0 22 29 1 0 0 0 0 22 54 1 1 0 0 0 23 39 2 3 0 0 0 24 40 2 3 0 0 0 24 43 1 0 0 0 0 25 41 1 0 0 0 0 25 44 2 0 0 0 0 26 41 1 0 0 0 0 26 45 2 0 0 0 0 27 53 1 0 0 0 0 27 54 1 1 0 0 0 28 35 1 0 0 0 0 29 36 2 0 0 0 0 30 31 2 0 0 0 0 30 33 1 0 0 0 0 30 34 1 0 0 0 0 31 35 1 0 0 0 0 31 36 1 0 0 0 0 32 46 1 6 0 0 0 33 47 2 0 0 0 0 34 48 1 0 0 0 0 35 49 2 0 0 0 0 36 50 1 0 0 0 0 37 23 1 6 0 0 0 37 51 1 0 0 0 0 38 55 1 0 0 0 0 38 56 1 0 0 0 0 39 40 1 0 0 0 0 42 57 1 0 0 0 0 43 58 1 0 0 0 0 46 59 1 0 0 0 0 48 60 1 0 0 0 0 50 61 1 0 0 0 0 51 62 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002523
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71300693
ChEBI
CAS Number

Drug Properties

Molecular Weight	750.27
ALogP	-5.6637
MLogP	3.66
XLogP	-0.299
HDA	14
HBD	7
Rotatable Bonds	21
TPSA	271.33
RO5 Violation	3