NPASS drugs

Drug Information

Drug ID:	NPD484
Drug Name:	Oxitriptan
Molecular Formula:	C11H12N2O3
Canonical SMILES:	OC(=O)[C@H](Cc1c[nH]c2c1cc(O)cc2)N
Standard InCHI:	"InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1"
Standard InCHIKey:	LDCYZAJDBXYCGN-VIFPVBQESA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD484

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	137854
0.1-0.2	69212
0.2-0.3	4121
0.3-0.4	434
0.4-0.5	65
0.5-0.6	31
0.6-0.7	15
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
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	NPC45459
High Similarity	1.0	NPC315491
High Similarity	1.0	NPC14765
High Similarity	1.0	NPC606092
High Similarity	1.0	NPC611691
Intermediate Similarity	0.7059	NPC88008
Intermediate Similarity	0.7059	NPC511376
Intermediate Similarity	0.7059	NPC602033
Remote Similarity	0.6667	NPC149155
Remote Similarity	0.6667	NPC203468
Remote Similarity	0.6667	NPC110500
Remote Similarity	0.6667	NPC605775
Remote Similarity	0.6667	NPC611955
Remote Similarity	0.6538	NPC480321
Remote Similarity	0.65	NPC594937
Remote Similarity	0.6415	NPC480324
Remote Similarity	0.6415	NPC480325
Remote Similarity	0.6327	NPC220765
Remote Similarity	0.6327	NPC612061
Remote Similarity	0.62	NPC327132
Remote Similarity	0.62	NPC321196
Remote Similarity	0.6154	NPC213308
Remote Similarity	0.6	NPC293396
Remote Similarity	0.5849	NPC204717
Remote Similarity	0.5818	NPC480320
Remote Similarity	0.5818	NPC480322
Remote Similarity	0.5741	NPC32771
Remote Similarity	0.5714	NPC480326
Remote Similarity	0.5625	NPC156704
Remote Similarity	0.5614	NPC314002
Remote Similarity	0.5614	NPC602765
Remote Similarity	0.56	NPC276657
Remote Similarity	0.5556	NPC171171
Remote Similarity	0.5345	NPC157154
Remote Similarity	0.5294	NPC171787
Remote Similarity	0.5263	NPC248041
Remote Similarity	0.5263	NPC126709
Remote Similarity	0.5263	NPC480323
Remote Similarity	0.5185	NPC219087
Remote Similarity	0.5147	NPC496014
Remote Similarity	0.5143	NPC149785
Remote Similarity	0.5094	NPC74360
Remote Similarity	0.5094	NPC52015
Remote Similarity	0.5094	NPC513331
Remote Similarity	0.5094	NPC605530
Remote Similarity	0.5091	NPC597015
Remote Similarity	0.5091	NPC611528
Remote Similarity	0.5082	NPC592662
Remote Similarity	0.5079	NPC476098
Remote Similarity	0.5079	NPC279056
Remote Similarity	0.5079	NPC46048
Remote Similarity	0.5079	NPC121946
Remote Similarity	0.5079	NPC589686
Remote Similarity	0.5079	NPC605180

Drug Structure

NPD484 OpenBabel08201723202D 21 22 0 0 1 0 0 0 0 0999 V2000 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 2.7770 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 3.7281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 2.0339 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 4.4712 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 3.9360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 2.2418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 1.0828 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8833 4.8870 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 2 10 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 7 14 1 0 0 0 0 8 10 2 0 0 0 0 9 3 1 6 0 0 0 9 11 1 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 16 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB02959
ChEMBL	CHEMBL350221
IUPHAR/BPS
PharmaGKB
KEGG Drug	D07339
PubChem CID	0
ChEBI	58266
CAS Number

Drug Properties

Molecular Weight	220.08
ALogP	-1.9651
MLogP	2.12
XLogP	-2.134
HDA	4
HBD	4
Rotatable Bonds	6
TPSA	99.34
RO5 Violation	0