NPASS drugs

Drug Information

Drug ID:	NPD4121
Drug Name:	Ajmaline
Molecular Formula:	C20H26N2O2
Canonical SMILES:	CCC1C2CC3N(C1O)C1C2[C@@H](O)C2(C3N(C)c3c2cccc3)C1
Standard InCHI:	"InChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/t10?,11?,14?,15?,16?,17?,18-,19?,20?/m1/s1"
Standard InCHIKey:	CJDRUOGAGYHKKD-FUIWMBJSSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4121

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	74218
0.1-0.2	135891
0.2-0.3	1545
0.3-0.4	46
0.4-0.5	16
0.5-0.6	4
0.6-0.7	5
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	12

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	NPC133230
High Similarity	1.0	NPC17406
High Similarity	1.0	NPC494531
High Similarity	1.0	NPC496947
High Similarity	1.0	NPC517587
High Similarity	1.0	NPC524076
High Similarity	1.0	NPC542739
High Similarity	1.0	NPC575362
High Similarity	1.0	NPC576577
High Similarity	1.0	NPC583539
High Similarity	1.0	NPC610950
High Similarity	1.0	NPC612032
Intermediate Similarity	0.7692	NPC503029
Intermediate Similarity	0.7424	NPC590267
Intermediate Similarity	0.7273	NPC585079
Remote Similarity	0.6471	NPC582926
Remote Similarity	0.6324	NPC520875
Remote Similarity	0.6111	NPC581668
Remote Similarity	0.6056	NPC507333
Remote Similarity	0.6056	NPC576890
Remote Similarity	0.5366	NPC532547
Remote Similarity	0.5366	NPC565390
Remote Similarity	0.5132	NPC568781
Remote Similarity	0.5132	NPC580864

Drug Structure

NPD4121 OpenBabel08211704332D 26 31 0 0 1 0 0 0 0 0999 V2000 -1.7448 -1.4481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8013 0.1079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7276 -0.4628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9767 2.8713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6084 2.5230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3591 2.4984 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6226 1.8017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1728 -0.0537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4511 0.4669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8656 0.0151 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8569 0.5149 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.3732 1.7771 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0050 1.4287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6983 0.1267 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.5344 0.4669 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8390 1.4042 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.0346 0.7517 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0417 1.9835 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4372 -0.2424 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7557 1.4042 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.0191 0.7074 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -0.0417 2.9691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4543 -1.2277 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8118 3.4618 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3905 -1.7353 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 21 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 12 2 0 0 0 0 7 13 2 0 0 0 0 8 11 1 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 18 20 1 1 0 0 0 18 23 1 0 0 0 0 19 22 1 0 0 0 0 19 24 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013381
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	326.2
ALogP	-2.0681
MLogP	3.22
XLogP	2.61
HDA	4
HBD	2
Rotatable Bonds	5
TPSA	46.94
RO5 Violation	0