NPASS drugs

Drug Information

Drug ID:	NPD4901
Drug Name:
Molecular Formula:	C22H20N2O6
Canonical SMILES:	OCCOC1c2cc3ccccc3nc2c2n1c(=O)c1c(c2)[C@@](O)(CC)C(=O)OC1
Standard InCHI:	"InChI=1S/C22H20N2O6/c1-2-22(28)15-10-17-18-13(9-12-5-3-4-6-16(12)23-18)20(29-8-7-25)24(17)19(26)14(15)11-30-21(22)27/h3-6,9-10,20,25,28H,2,7-8,11H2,1H3/t20?,22-/m0/s1"
Standard InCHIKey:	XAKLYHGHEFMDAP-IAXKEJLGSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4901

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	84245
0.1-0.2	125204
0.2-0.3	2261
0.3-0.4	5
0.4-0.5	9
0.5-0.6	7
0.6-0.7	3
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	0.6543	NPC139114
Remote Similarity	0.6463	NPC129909
Remote Similarity	0.6463	NPC606011
Remote Similarity	0.593	NPC90909
Remote Similarity	0.5111	NPC106338
Remote Similarity	0.5111	NPC303320
Remote Similarity	0.5111	NPC541875
Remote Similarity	0.5111	NPC608071
Remote Similarity	0.5055	NPC192674
Remote Similarity	0.5055	NPC599867

Drug Structure

NPD4901 OpenBabel08211706322D 32 36 0 0 1 0 0 0 0 0999 V2000 -2.3724 2.3435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3523 2.3433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4246 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4244 0.9747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5820 -0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5816 1.4610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5756 -2.4475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1799 -1.5592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8973 -0.4851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5271 1.4597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8427 -0.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7393 0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0546 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6853 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6851 0.9733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7391 0.9743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3698 0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0544 0.9740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5275 -0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2126 -0.4854 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0002 0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8423 1.4597 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8969 1.4604 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3700 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.5427 -2.5489 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5277 -1.4902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8838 1.4829 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3321 2.3431 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2128 -1.4578 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 -6.9384 -3.4372 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8420 3.2267 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 12 2 0 0 0 0 6 16 2 0 0 0 0 7 8 1 0 0 0 0 7 25 1 0 0 0 0 8 29 1 0 0 0 0 9 12 1 0 0 0 0 9 13 2 0 0 0 0 10 15 1 0 0 0 0 10 17 2 0 0 0 0 11 14 1 0 0 0 0 11 30 1 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 23 2 0 0 0 0 19 24 1 0 0 0 0 19 26 2 0 0 0 0 20 24 1 0 0 0 0 20 29 1 0 0 0 0 21 22 1 0 0 0 0 21 27 2 0 0 0 0 21 30 1 0 0 0 0 22 2 1 1 0 0 0 22 28 1 0 0 0 0 25 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013051
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23631031
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.13
ALogP	-2.0576
MLogP	3
XLogP	1.408
HDA	8
HBD	2
Rotatable Bonds	7
TPSA	109.19
RO5 Violation	0