NPASS drugs

Drug Information

Drug ID:	NPD3785
Drug Name:
Molecular Formula:	C20H16N2O4
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccccc4cc3Cn1c2=O
Standard InCHI:	"InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1"
Standard InCHIKey:	VSJKWCGYPAHWDS-FQEVSTJZSA-N
Max Developmental Stage:	Pre-clinical
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3785

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	82723
0.1-0.2	126286
0.2-0.3	2697
0.3-0.4	4
0.4-0.5	4
0.5-0.6	3
0.6-0.7	4
0.7-0.8	16
0.8-0.85	0
0.85-0.9	1
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	NPC129909
High Similarity	1.0	NPC606011
High Similarity	0.8841	NPC90909
Intermediate Similarity	0.7917	NPC106338
Intermediate Similarity	0.7917	NPC303320
Intermediate Similarity	0.7917	NPC541875
Intermediate Similarity	0.7917	NPC608071
Intermediate Similarity	0.7703	NPC316181
Intermediate Similarity	0.7703	NPC151781
Intermediate Similarity	0.7703	NPC267229
Intermediate Similarity	0.7703	NPC599830
Intermediate Similarity	0.7568	NPC192674
Intermediate Similarity	0.7568	NPC599867
Intermediate Similarity	0.7467	NPC128115
Intermediate Similarity	0.7467	NPC42856
Intermediate Similarity	0.7215	NPC74562
Intermediate Similarity	0.7162	NPC139114
Intermediate Similarity	0.7027	NPC14325
Intermediate Similarity	0.7027	NPC28848
Remote Similarity	0.6667	NPC311858
Remote Similarity	0.6081	NPC545765
Remote Similarity	0.6024	NPC276661
Remote Similarity	0.6024	NPC599818
Remote Similarity	0.5745	NPC556976
Remote Similarity	0.5638	NPC201362
Remote Similarity	0.5556	NPC470003

Drug Structure

NPD3785 OpenBabel08211704332D 27 31 0 0 1 0 0 0 0 0999 V2000 -2.3619 2.3331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3463 2.3329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3872 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3870 0.9704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5484 -0.4828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5480 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8712 -0.4829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5159 1.4533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1940 -0.4833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8390 -0.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7094 0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0322 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6778 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6776 0.9690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7092 0.9700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3548 0.9694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0320 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5163 -0.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8386 1.4532 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8708 1.4539 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3550 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5165 -1.4836 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8799 1.4763 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3306 2.3327 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 -0.8383 3.2124 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 11 2 0 0 0 0 6 15 2 0 0 0 0 7 11 1 0 0 0 0 7 12 2 0 0 0 0 8 14 1 0 0 0 0 8 16 2 0 0 0 0 9 12 1 0 0 0 0 9 22 1 0 0 0 0 10 13 1 0 0 0 0 10 26 1 0 0 0 0 11 15 1 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 18 22 1 0 0 0 0 18 23 2 0 0 0 0 19 20 1 0 0 0 0 19 24 2 0 0 0 0 19 26 1 0 0 0 0 20 2 1 1 0 0 0 20 25 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000385
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24360
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.11
ALogP	-1.587
MLogP	3
XLogP	2.133
HDA	6
HBD	1
Rotatable Bonds	3
TPSA	79.73
RO5 Violation	0