NPASS drugs

Drug Information

Drug ID:	NPD4010
Drug Name:	A-69024
Molecular Formula:	C20H24BrNO4
Canonical SMILES:	COc1cc2CCN(C(c2cc1O)Cc1cc(OC)c(cc1Br)OC)C
Standard InCHI:	"InChI=1S/C20H24BrNO4/c1-22-6-5-12-8-18(24-2)17(23)10-14(12)16(22)7-13-9-19(25-3)20(26-4)11-15(13)21/h8-11,16,23H,5-7H2,1-4H3"
Standard InCHIKey:	YVBUTIYRCMQJHW-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4010

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	134706
0.1-0.2	70478
0.2-0.3	5700
0.3-0.4	542
0.4-0.5	234
0.5-0.6	56
0.6-0.7	10
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	0.6721	NPC320832
Remote Similarity	0.65	NPC291647
Remote Similarity	0.65	NPC147390
Remote Similarity	0.65	NPC428
Remote Similarity	0.65	NPC45242
Remote Similarity	0.65	NPC476571
Remote Similarity	0.6393	NPC321505
Remote Similarity	0.6393	NPC179825
Remote Similarity	0.629	NPC323595
Remote Similarity	0.6094	NPC539775
Remote Similarity	0.597	NPC225718
Remote Similarity	0.5965	NPC28766
Remote Similarity	0.5882	NPC252540
Remote Similarity	0.5873	NPC230831
Remote Similarity	0.5873	NPC135538
Remote Similarity	0.5873	NPC24233
Remote Similarity	0.5873	NPC606439
Remote Similarity	0.5781	NPC577185
Remote Similarity	0.5714	NPC190031
Remote Similarity	0.5714	NPC64296
Remote Similarity	0.5714	NPC510170
Remote Similarity	0.5714	NPC572505
Remote Similarity	0.5625	NPC500033
Remote Similarity	0.5616	NPC504087
Remote Similarity	0.5616	NPC596538
Remote Similarity	0.5616	NPC603603
Remote Similarity	0.5556	NPC480592
Remote Similarity	0.5556	NPC556148
Remote Similarity	0.5541	NPC240841
Remote Similarity	0.5541	NPC41087
Remote Similarity	0.5541	NPC526734
Remote Similarity	0.5541	NPC536676
Remote Similarity	0.5541	NPC601652
Remote Similarity	0.5493	NPC226122
Remote Similarity	0.5493	NPC102332
Remote Similarity	0.5493	NPC108373
Remote Similarity	0.5484	NPC112917
Remote Similarity	0.5469	NPC191376
Remote Similarity	0.5397	NPC253098
Remote Similarity	0.5397	NPC88249
Remote Similarity	0.5397	NPC326747
Remote Similarity	0.5397	NPC572702
Remote Similarity	0.5397	NPC585711
Remote Similarity	0.5395	NPC273062
Remote Similarity	0.5395	NPC207146
Remote Similarity	0.5395	NPC602833
Remote Similarity	0.5333	NPC34559
Remote Similarity	0.5333	NPC610959
Remote Similarity	0.527	NPC571951
Remote Similarity	0.5263	NPC531615
Remote Similarity	0.5256	NPC509732
Remote Similarity	0.5256	NPC600872
Remote Similarity	0.5217	NPC296592
Remote Similarity	0.5195	NPC584843
Remote Similarity	0.5156	NPC185838
Remote Similarity	0.5156	NPC601132
Remote Similarity	0.5152	NPC164892
Remote Similarity	0.5152	NPC279011
Remote Similarity	0.5152	NPC541687
Remote Similarity	0.5075	NPC534931
Remote Similarity	0.5072	NPC295691
Remote Similarity	0.5072	NPC207757
Remote Similarity	0.5072	NPC54379
Remote Similarity	0.5072	NPC536715
Remote Similarity	0.5063	NPC286119
Remote Similarity	0.5063	NPC530579

Drug Structure

NPD4010 OpenBabel08211704332D 27 29 0 0 1 0 0 0 0 0999 V2000 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 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 -0.8660 -1.5000 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 -0.5000 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 6.0622 1.5000 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 4.3301 2.5000 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 5.1962 1.0000 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 4.3301 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 3.4641 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 6.0622 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 1 0 0 0 0 5 12 1 0 0 0 0 6 22 1 0 0 0 0 7 13 1 0 0 0 0 7 16 1 0 0 0 0 8 12 2 0 0 0 0 8 18 1 0 0 0 0 9 13 2 0 0 0 0 9 19 1 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 20 2 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014129
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.09
ALogP	0.6678
MLogP	3
XLogP	2.984
HDA	1
HBD	1
Rotatable Bonds	11
TPSA	51.16
RO5 Violation	0