NPASS drugs

Drug Information

Drug ID:	NPD4420
Drug Name:
Molecular Formula:	C21H21NO6
Canonical SMILES:	COc1c(OC)ccc2c1C(=O)O[C@@H]2[C@@H]1N(C)CCc2c1cc1OCOc1c2
Standard InCHI:	"InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m1/s1"
Standard InCHIKey:	JZUTXVTYJDCMDU-MOPGFXCFSA-N
Max Developmental Stage:	Pre-clinical
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4420

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	151957
0.1-0.2	54762
0.2-0.3	4259
0.3-0.4	607
0.4-0.5	88
0.5-0.6	28
0.6-0.7	9
0.7-0.8	12
0.8-0.85	0
0.85-0.9	11
0.9-0.95	0
0.95-1	6

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	NPC14622
High Similarity	1.0	NPC70290
High Similarity	1.0	NPC215098
High Similarity	1.0	NPC124302
High Similarity	1.0	NPC73020
High Similarity	1.0	NPC608767
High Similarity	0.8833	NPC46744
High Similarity	0.8833	NPC282420
High Similarity	0.8833	NPC116895
High Similarity	0.8814	NPC120671
High Similarity	0.8814	NPC226652
High Similarity	0.8814	NPC188813
High Similarity	0.8814	NPC219113
High Similarity	0.8814	NPC72788
High Similarity	0.8814	NPC603455
High Similarity	0.8814	NPC604988
High Similarity	0.8814	NPC605096
Intermediate Similarity	0.7812	NPC119818
Intermediate Similarity	0.7812	NPC328700
Intermediate Similarity	0.7812	NPC48637
Intermediate Similarity	0.7812	NPC202771
Intermediate Similarity	0.7812	NPC2173
Intermediate Similarity	0.7812	NPC600660
Intermediate Similarity	0.7812	NPC609540
Intermediate Similarity	0.746	NPC568273
Intermediate Similarity	0.7246	NPC176548
Intermediate Similarity	0.7246	NPC92707
Intermediate Similarity	0.7246	NPC79378
Intermediate Similarity	0.7246	NPC596734
Remote Similarity	0.6667	NPC551409
Remote Similarity	0.6471	NPC481429
Remote Similarity	0.6471	NPC481428
Remote Similarity	0.6471	NPC481449
Remote Similarity	0.6286	NPC481430
Remote Similarity	0.6232	NPC165402
Remote Similarity	0.6232	NPC149941
Remote Similarity	0.6232	NPC290525
Remote Similarity	0.6027	NPC481431
Remote Similarity	0.5972	NPC481432
Remote Similarity	0.5972	NPC481433
Remote Similarity	0.5694	NPC112181
Remote Similarity	0.5694	NPC192570
Remote Similarity	0.5694	NPC319271
Remote Similarity	0.5694	NPC209940
Remote Similarity	0.5694	NPC247684
Remote Similarity	0.5616	NPC38407
Remote Similarity	0.5616	NPC198763
Remote Similarity	0.5616	NPC595054
Remote Similarity	0.5541	NPC494212
Remote Similarity	0.5541	NPC586357
Remote Similarity	0.5507	NPC27887
Remote Similarity	0.5507	NPC93989
Remote Similarity	0.5479	NPC293221
Remote Similarity	0.5479	NPC132527
Remote Similarity	0.5479	NPC536579
Remote Similarity	0.5479	NPC574962
Remote Similarity	0.5333	NPC131901
Remote Similarity	0.5294	NPC308771
Remote Similarity	0.5286	NPC475959
Remote Similarity	0.5278	NPC497704
Remote Similarity	0.5263	NPC81078
Remote Similarity	0.5211	NPC495646
Remote Similarity	0.5211	NPC578356
Remote Similarity	0.5205	NPC596676
Remote Similarity	0.5147	NPC521945
Remote Similarity	0.5139	NPC574372

Drug Structure

NPD4420 OpenBabel08211705262D 28 32 0 0 1 0 0 0 0 0999 V2000 0.1045 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4126 -1.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8164 0.8282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1180 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0962 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9050 1.5882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7653 -1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4563 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7435 -2.0250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1254 -0.1229 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3118 0.6746 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9105 1.4836 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 1 22 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 7 22 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 26 1 0 0 0 0 10 27 1 0 0 0 0 11 13 1 0 0 0 0 12 17 2 0 0 0 0 14 20 2 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 18 13 1 1 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 12 1 6 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 21 23 2 0 0 0 0 21 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001604
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	197835
ChEBI
CAS Number

Drug Properties

Molecular Weight	383.14
ALogP	-0.2155
MLogP	3
XLogP	2.577
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	66.46
RO5 Violation	0