NPASS drugs

Drug Information

Drug ID:	NPD8155
Drug Name:
Molecular Formula:	C39H43NO12
Canonical SMILES:	CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](NCc3ccccc3)[C@@H]([C@@H](O2)C)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC
Standard InCHI:	"InChI=1S/C39H43NO12/c1-4-5-14-28(42)50-19-27(41)39(48)16-23-31(38(47)33-32(36(23)45)35(44)22-12-9-13-25(49-3)30(22)37(33)46)26(17-39)52-29-15-24(34(43)20(2)51-29)40-18-21-10-7-6-8-11-21/h6-13,20,24,26,29,34,40,43,45,47-48H,4-5,14-19H2,1-3H3/t20-,24-,26-,29-,34+,39-/m0/s1"
Standard InCHIKey:	IUKSGXMOHXEUJY-YWVRLZQXSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8155

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	51066
0.1-0.2	156426
0.2-0.3	4056
0.3-0.4	112
0.4-0.5	27
0.5-0.6	36
0.6-0.7	13
0.7-0.8	0
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
Remote Similarity	0.65	NPC55094
Remote Similarity	0.65	NPC109403
Remote Similarity	0.65	NPC37318
Remote Similarity	0.65	NPC559703
Remote Similarity	0.65	NPC612087
Remote Similarity	0.6436	NPC487573
Remote Similarity	0.6436	NPC611676
Remote Similarity	0.6311	NPC261012
Remote Similarity	0.6311	NPC314738
Remote Similarity	0.6311	NPC23467
Remote Similarity	0.6311	NPC599904
Remote Similarity	0.625	NPC468994
Remote Similarity	0.625	NPC599791
Remote Similarity	0.598	NPC503116
Remote Similarity	0.5962	NPC510219
Remote Similarity	0.5962	NPC572620
Remote Similarity	0.5922	NPC532268
Remote Similarity	0.5922	NPC574720
Remote Similarity	0.5922	NPC582713
Remote Similarity	0.5922	NPC603200
Remote Similarity	0.5755	NPC549797
Remote Similarity	0.5755	NPC601855
Remote Similarity	0.5575	NPC558539
Remote Similarity	0.5575	NPC559618
Remote Similarity	0.5575	NPC573204
Remote Similarity	0.5556	NPC530848
Remote Similarity	0.5446	NPC512117
Remote Similarity	0.5446	NPC548113
Remote Similarity	0.5446	NPC567919
Remote Similarity	0.5446	NPC569653
Remote Similarity	0.5446	NPC611971
Remote Similarity	0.5405	NPC524103
Remote Similarity	0.5405	NPC551304
Remote Similarity	0.5405	NPC573717
Remote Similarity	0.5405	NPC587726
Remote Similarity	0.5405	NPC593984
Remote Similarity	0.5405	NPC600087
Remote Similarity	0.537	NPC515159
Remote Similarity	0.537	NPC517461
Remote Similarity	0.537	NPC569191
Remote Similarity	0.5339	NPC496533
Remote Similarity	0.5339	NPC582117
Remote Similarity	0.5225	NPC580365
Remote Similarity	0.5225	NPC594153
Remote Similarity	0.5167	NPC544248
Remote Similarity	0.5167	NPC583546
Remote Similarity	0.5167	NPC586088
Remote Similarity	0.5081	NPC99361
Remote Similarity	0.5081	NPC577128

Drug Structure

NPD8155 OpenBabel08211713002D 57 62 0 0 1 0 0 0 0 0999 V2000 -3.0179 8.4674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0520 8.7262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3449 8.0191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 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 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6037 7.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 4.6730 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 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 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 -4.3301 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7071 3.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8966 6.3461 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 1.7321 -2.0000 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 1.7321 0.0000 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 3.4483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0694 6.6049 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 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9239 3.3827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 5.3801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 -5.1962 -0.0000 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 3.4641 1.0000 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 1.7172 2.7739 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 49 1 0 0 0 0 4 5 1 0 0 0 0 5 14 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 10 1 0 0 0 0 8 11 2 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 25 2 0 0 0 0 14 28 1 0 0 0 0 15 24 1 0 0 0 0 15 29 1 0 0 0 0 16 23 1 0 0 0 0 16 39 1 0 0 0 0 17 26 1 0 0 0 0 17 39 1 0 0 0 0 18 21 1 0 0 0 0 18 40 1 0 0 0 0 19 27 1 0 0 0 0 19 50 1 0 0 0 0 20 2 1 6 0 0 0 20 34 1 0 0 0 0 20 51 1 0 0 0 0 22 30 2 0 0 0 0 22 35 1 0 0 0 0 23 31 1 0 0 0 0 23 36 2 0 0 0 0 24 34 1 0 0 0 0 24 40 1 6 0 0 0 25 30 1 0 0 0 0 25 49 1 0 0 0 0 26 31 1 0 0 0 0 26 52 1 1 0 0 0 27 41 2 0 0 0 0 28 42 2 0 0 0 0 28 50 1 0 0 0 0 29 51 1 0 0 0 0 29 52 1 1 0 0 0 30 37 1 0 0 0 0 31 38 2 0 0 0 0 32 33 2 0 0 0 0 32 35 1 0 0 0 0 32 36 1 0 0 0 0 33 37 1 0 0 0 0 33 38 1 0 0 0 0 34 43 1 6 0 0 0 35 44 2 0 0 0 0 36 45 1 0 0 0 0 37 46 2 0 0 0 0 38 47 1 0 0 0 0 39 27 1 6 0 0 0 39 48 1 0 0 0 0 40 53 1 0 0 0 0 43 54 1 0 0 0 0 45 55 1 0 0 0 0 47 56 1 0 0 0 0 48 57 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000159
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	127201
ChEBI
CAS Number

Drug Properties

Molecular Weight	717.28
ALogP	-4.1984
MLogP	4.32
XLogP	3.321
HDA	10
HBD	5
Rotatable Bonds	20
TPSA	198.15
RO5 Violation	1