NPASS drugs

Drug Information

Drug ID:	NPD5619
Drug Name:
Molecular Formula:	C23H27NO9
Canonical SMILES:	O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
Standard InCHI:	"InChI=1S/C23H27NO9/c1-24-7-6-23-10-3-5-13(31-22-17(28)15(26)16(27)19(33-22)21(29)30)20(23)32-18-12(25)4-2-9(14(18)23)8-11(10)24/h2-5,10-11,13,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11+,13-,15-,16-,17+,19-,20-,22+,23-/m0/s1"
Standard InCHIKey:	GNJCUHZOSOYIEC-GAROZEBRSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5619

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	73702
0.1-0.2	131413
0.2-0.3	6479
0.3-0.4	112
0.4-0.5	20
0.5-0.6	11
0.6-0.7	2
0.7-0.8	1
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	0.7556	NPC320999
Remote Similarity	0.6512	NPC43726
Remote Similarity	0.6512	NPC147161
Remote Similarity	0.5862	NPC328423
Remote Similarity	0.5862	NPC74436
Remote Similarity	0.5862	NPC232533
Remote Similarity	0.5862	NPC298343
Remote Similarity	0.5862	NPC566104
Remote Similarity	0.5862	NPC607466
Remote Similarity	0.5862	NPC608460
Remote Similarity	0.5795	NPC485664
Remote Similarity	0.5543	NPC258640
Remote Similarity	0.5392	NPC26746
Remote Similarity	0.5281	NPC97086

Drug Structure

NPD5619 OpenBabel08211708292D 38 43 0 0 1 0 0 0 0 0999 V2000 -3.6916 -0.5273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5691 -2.0079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0139 0.5018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1624 -2.9215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2681 0.2692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7150 -1.0849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3612 -0.9974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0542 -0.3890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9814 -1.1989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6607 0.0637 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4665 0.1729 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1679 -3.0260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0151 -0.4589 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9868 -1.3034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6106 -0.9299 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8053 -1.3949 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6106 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5801 -2.2170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9299 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3777 -1.1343 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8053 -1.3949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8053 0.4650 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2437 -0.6343 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6956 -0.4376 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7611 -3.9395 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4160 -1.3949 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8053 -2.3248 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4160 0.4650 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6106 -0.9299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8053 -2.3248 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8053 1.3949 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5856 -2.1124 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3489 -4.7485 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2213 -0.9299 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.7897 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4160 1.3949 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6106 -2.7897 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 7 24 1 0 0 0 0 8 9 1 0 0 0 0 9 14 2 0 0 0 0 10 11 1 0 0 0 0 10 23 1 6 0 0 0 11 8 1 6 0 0 0 11 24 1 0 0 0 0 12 18 2 0 0 0 0 12 25 1 0 0 0 0 13 20 1 0 0 0 0 13 31 1 6 0 0 0 14 18 1 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 15 26 1 1 0 0 0 16 19 1 0 0 0 0 16 27 1 6 0 0 0 17 22 1 0 0 0 0 17 28 1 6 0 0 0 18 32 1 0 0 0 0 19 21 1 1 0 0 0 19 33 1 0 0 0 0 20 23 1 6 0 0 0 20 32 1 0 0 0 0 21 29 2 0 0 0 0 21 30 1 0 0 0 0 22 31 1 1 0 0 0 22 33 1 0 0 0 0 23 6 1 1 0 0 0 25 34 1 0 0 0 0 26 35 1 0 0 0 0 27 36 1 0 0 0 0 28 37 1 0 0 0 0 30 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000958
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5360621
ChEBI
CAS Number

Drug Properties

Molecular Weight	461.17
ALogP	-1.8992
MLogP	2.89
XLogP	-0.839
HDA	10
HBD	5
Rotatable Bonds	9
TPSA	149.15
RO5 Violation	0