NPASS drugs

Drug Information

Drug ID:	NPD8453
Drug Name:
Molecular Formula:	C46H48N2O8
Canonical SMILES:	COc1cc(C)cc2c1c(O)c(cc2c1c(O)cc(c2c1C[C@H](C)N[C@H]2C)O)c1cc(c2c(O)cc(c3c2C[C@H](C)N[C@H]3C)O)c2c(c1O)c(OC)cc(c2)C
Standard InCHI:	"InChI=1S/C46H48N2O8/c1-19-9-25-27(41-31-13-21(3)47-23(5)39(31)33(49)17-35(41)51)15-29(45(53)43(25)37(11-19)55-7)30-16-28(26-10-20(2)12-38(56-8)44(26)46(30)54)42-32-14-22(4)48-24(6)40(32)34(50)18-36(42)52/h9-12,15-18,21-24,47-54H,13-14H2,1-8H3/t21-,22-,23-,24-/m0/s1"
Standard InCHIKey:	GMLBVLXDRNJFGR-ZJZGAYNASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8453

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	127011
0.1-0.2	82110
0.2-0.3	2510
0.3-0.4	48
0.4-0.5	30
0.5-0.6	13
0.6-0.7	2
0.7-0.8	12
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	2

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
High Similarity	1.0	NPC119068
High Similarity	1.0	NPC40496
High Similarity	0.8636	NPC257269
High Similarity	0.8636	NPC551827
Intermediate Similarity	0.7969	NPC209377
Intermediate Similarity	0.7969	NPC479998
Intermediate Similarity	0.7969	NPC521606
Intermediate Similarity	0.7969	NPC604315
Intermediate Similarity	0.7703	NPC223236
Intermediate Similarity	0.7703	NPC230276
Intermediate Similarity	0.7703	NPC523766
Intermediate Similarity	0.7703	NPC532202
Intermediate Similarity	0.7215	NPC259350
Intermediate Similarity	0.7215	NPC476565
Intermediate Similarity	0.7215	NPC529897
Intermediate Similarity	0.7164	NPC558195
Remote Similarity	0.6282	NPC480009
Remote Similarity	0.6282	NPC602094
Remote Similarity	0.5783	NPC479996
Remote Similarity	0.5783	NPC90773
Remote Similarity	0.5753	NPC504541
Remote Similarity	0.5753	NPC529197
Remote Similarity	0.5422	NPC531888
Remote Similarity	0.5405	NPC480013
Remote Similarity	0.527	NPC479995
Remote Similarity	0.5132	NPC480016
Remote Similarity	0.5132	NPC493134
Remote Similarity	0.5132	NPC571113
Remote Similarity	0.5104	NPC479997
Remote Similarity	0.5065	NPC480008
Remote Similarity	0.5065	NPC480006

Drug Structure

NPD8453 OpenBabel08211713022D 64 71 0 0 1 0 0 0 0 0999 V2000 4.3301 -4.5000 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 5.1962 -4.0000 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 6.9282 -1.0000 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 0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 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 4.3301 -2.5000 0.0000 C 0 0 0 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 -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 4.3301 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 3.4641 -4.0000 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 5.1962 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 1 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 -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 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 -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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 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 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 3.4641 -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 1.7321 -3.0000 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 0.8660 -2.5000 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 6.0622 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 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 2.5981 0.5000 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 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 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 6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 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 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 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 19 1 0 0 0 0 2 20 1 0 0 0 0 7 55 1 0 0 0 0 8 56 1 0 0 0 0 9 19 2 0 0 0 0 9 25 1 0 0 0 0 10 20 2 0 0 0 0 10 26 1 0 0 0 0 11 19 1 0 0 0 0 11 37 2 0 0 0 0 12 20 1 0 0 0 0 12 38 2 0 0 0 0 13 21 1 0 0 0 0 13 31 1 0 0 0 0 14 22 1 0 0 0 0 14 32 1 0 0 0 0 15 27 2 0 0 0 0 15 29 1 0 0 0 0 16 28 2 0 0 0 0 16 30 1 0 0 0 0 17 33 2 0 0 0 0 17 35 1 0 0 0 0 18 34 2 0 0 0 0 18 36 1 0 0 0 0 21 3 1 1 0 0 0 21 47 1 0 0 0 0 22 4 1 1 0 0 0 22 48 1 0 0 0 0 23 5 1 6 0 0 0 23 39 1 0 0 0 0 23 47 1 0 0 0 0 24 6 1 6 0 0 0 24 40 1 0 0 0 0 24 48 1 0 0 0 0 25 27 1 0 0 0 0 25 43 2 0 0 0 0 26 28 1 0 0 0 0 26 44 2 0 0 0 0 27 41 1 0 0 0 0 28 42 1 0 0 0 0 29 30 1 0 0 0 0 29 45 2 0 0 0 0 30 46 2 0 0 0 0 31 39 2 0 0 0 0 31 41 1 0 0 0 0 32 40 2 0 0 0 0 32 42 1 0 0 0 0 33 39 1 0 0 0 0 33 49 1 0 0 0 0 34 40 1 0 0 0 0 34 50 1 0 0 0 0 35 41 2 0 0 0 0 35 51 1 0 0 0 0 36 42 2 0 0 0 0 36 52 1 0 0 0 0 37 43 1 0 0 0 0 37 55 1 0 0 0 0 38 44 1 0 0 0 0 38 56 1 0 0 0 0 43 45 1 0 0 0 0 44 46 1 0 0 0 0 45 53 1 0 0 0 0 46 54 1 0 0 0 0 47 57 1 0 0 0 0 48 58 1 0 0 0 0 49 59 1 0 0 0 0 50 60 1 0 0 0 0 51 61 1 0 0 0 0 52 62 1 0 0 0 0 53 63 1 0 0 0 0 54 64 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007822
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16683588
ChEBI
CAS Number

Drug Properties

Molecular Weight	756.34
ALogP	-2.2938
MLogP	5.42
XLogP	5.274
HDA	2
HBD	8
Rotatable Bonds	19
TPSA	163.9
RO5 Violation	2