NPASS drugs

Drug Information

Drug ID:	NPD4584
Drug Name:
Molecular Formula:	C21H25NO4
Canonical SMILES:	COc1cc2CCN3[C@H](c2cc1OC)Cc1c(C3)c(OC)c(cc1)OC
Standard InCHI:	"InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1"
Standard InCHIKey:	AEQDJSLRWYMAQI-KRWDZBQOSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4584

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	152177
0.1-0.2	55543
0.2-0.3	3249
0.3-0.4	591
0.4-0.5	90
0.5-0.6	40
0.6-0.7	26
0.7-0.8	12
0.8-0.85	4
0.85-0.9	3
0.9-0.95	0
0.95-1	5

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	NPC210437
High Similarity	1.0	NPC16107
High Similarity	1.0	NPC106295
High Similarity	1.0	NPC611909
High Similarity	0.9787	NPC51957
High Similarity	0.8654	NPC216459
High Similarity	0.8654	NPC41178
High Similarity	0.8654	NPC138487
Intermediate Similarity	0.8148	NPC52423
Intermediate Similarity	0.8148	NPC326205
Intermediate Similarity	0.8148	NPC519413
Intermediate Similarity	0.8148	NPC610053
Intermediate Similarity	0.7593	NPC498015
Intermediate Similarity	0.75	NPC204828
Intermediate Similarity	0.75	NPC295691
Intermediate Similarity	0.75	NPC207757
Intermediate Similarity	0.75	NPC54379
Intermediate Similarity	0.75	NPC5238
Intermediate Similarity	0.75	NPC138488
Intermediate Similarity	0.7455	NPC268214
Intermediate Similarity	0.7455	NPC31311
Intermediate Similarity	0.7455	NPC234392
Intermediate Similarity	0.7455	NPC602635
Intermediate Similarity	0.7069	NPC264850
Remote Similarity	0.6964	NPC39701
Remote Similarity	0.6964	NPC184026
Remote Similarity	0.6964	NPC610708
Remote Similarity	0.6897	NPC204254
Remote Similarity	0.6863	NPC264642
Remote Similarity	0.6863	NPC128019
Remote Similarity	0.6863	NPC603918
Remote Similarity	0.6842	NPC572321
Remote Similarity	0.6552	NPC276588
Remote Similarity	0.6552	NPC127674
Remote Similarity	0.6552	NPC278799
Remote Similarity	0.6552	NPC603885
Remote Similarity	0.6379	NPC88429
Remote Similarity	0.6379	NPC7467
Remote Similarity	0.6379	NPC146512
Remote Similarity	0.6379	NPC325962
Remote Similarity	0.6379	NPC2663
Remote Similarity	0.625	NPC232514
Remote Similarity	0.625	NPC491621
Remote Similarity	0.625	NPC563825
Remote Similarity	0.625	NPC604494
Remote Similarity	0.6129	NPC532691
Remote Similarity	0.6129	NPC606650
Remote Similarity	0.6	NPC469817
Remote Similarity	0.6	NPC587696
Remote Similarity	0.6	NPC588419
Remote Similarity	0.5932	NPC164892
Remote Similarity	0.5932	NPC279011
Remote Similarity	0.5781	NPC276944
Remote Similarity	0.5781	NPC238530
Remote Similarity	0.5714	NPC535848
Remote Similarity	0.5625	NPC305910
Remote Similarity	0.5625	NPC2314
Remote Similarity	0.5484	NPC189266
Remote Similarity	0.5484	NPC172765
Remote Similarity	0.5484	NPC2413
Remote Similarity	0.5484	NPC110416
Remote Similarity	0.5484	NPC602292
Remote Similarity	0.5439	NPC213206
Remote Similarity	0.5439	NPC188163
Remote Similarity	0.5439	NPC328750
Remote Similarity	0.5439	NPC602942
Remote Similarity	0.5439	NPC608528
Remote Similarity	0.541	NPC151895
Remote Similarity	0.541	NPC500033
Remote Similarity	0.5397	NPC27887
Remote Similarity	0.5397	NPC93989
Remote Similarity	0.5312	NPC312025
Remote Similarity	0.5312	NPC602080
Remote Similarity	0.5303	NPC146288
Remote Similarity	0.5263	NPC314682
Remote Similarity	0.5263	NPC535693
Remote Similarity	0.5263	NPC607670
Remote Similarity	0.5246	NPC77655
Remote Similarity	0.5246	NPC153631
Remote Similarity	0.5238	NPC558726
Remote Similarity	0.5156	NPC98535
Remote Similarity	0.5156	NPC249797
Remote Similarity	0.5156	NPC31326
Remote Similarity	0.5156	NPC193949
Remote Similarity	0.5156	NPC490988
Remote Similarity	0.5156	NPC543798
Remote Similarity	0.5156	NPC605350
Remote Similarity	0.5082	NPC531931
Remote Similarity	0.5075	NPC187100
Remote Similarity	0.5075	NPC506427

Drug Structure

NPD4584 OpenBabel08211705262D 26 29 0 0 1 0 0 0 0 0999 V2000 -6.0622 4.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 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 -5.1962 2.0000 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 -0.8660 3.5000 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 0.8660 1.5000 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 -2.5981 3.5000 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 -0.0000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 1 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 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 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 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 2 0 0 0 0 5 13 1 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 22 1 0 0 0 0 9 13 1 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 15 2 0 0 0 0 11 20 1 0 0 0 0 12 16 1 0 0 0 0 12 22 1 0 0 0 0 13 16 2 0 0 0 0 14 15 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 6 0 0 0 18 21 2 0 0 0 0 18 23 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001637
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	72301
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.18
ALogP	0.0968
MLogP	3.22
XLogP	2.548
HDA	1
HBD	0
Rotatable Bonds	8
TPSA	40.16
RO5 Violation	0