NPASS drugs

Drug Information

Drug ID:	NPD4501
Drug Name:	ajmalicine
Molecular Formula:	C21H24N2O3
Canonical SMILES:	COC(=O)C1=CO[C@H]([C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1)C
Standard InCHI:	"InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1"
Standard InCHIKey:	GRTOGORTSDXSFK-XJTZBENFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4501

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	99404
0.1-0.2	108555
0.2-0.3	2944
0.3-0.4	548
0.4-0.5	148
0.5-0.6	76
0.6-0.7	21
0.7-0.8	31
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	11

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	NPC312870
High Similarity	1.0	NPC199851
High Similarity	1.0	NPC294909
High Similarity	1.0	NPC254240
High Similarity	1.0	NPC220791
High Similarity	1.0	NPC128265
High Similarity	1.0	NPC312996
High Similarity	1.0	NPC513219
High Similarity	1.0	NPC548074
High Similarity	1.0	NPC552071
High Similarity	1.0	NPC604675
Intermediate Similarity	0.7949	NPC221991
Intermediate Similarity	0.7949	NPC545712
Intermediate Similarity	0.7949	NPC598304
Intermediate Similarity	0.7949	NPC603895
Intermediate Similarity	0.7848	NPC21638
Intermediate Similarity	0.7848	NPC241812
Intermediate Similarity	0.7763	NPC486449
Intermediate Similarity	0.7763	NPC63199
Intermediate Similarity	0.7763	NPC93956
Intermediate Similarity	0.7763	NPC319597
Intermediate Similarity	0.7763	NPC111602
Intermediate Similarity	0.7763	NPC102338
Intermediate Similarity	0.7763	NPC196251
Intermediate Similarity	0.7763	NPC255696
Intermediate Similarity	0.7763	NPC601589
Intermediate Similarity	0.7763	NPC602673
Intermediate Similarity	0.7722	NPC552116
Intermediate Similarity	0.7532	NPC202407
Intermediate Similarity	0.7532	NPC245312
Intermediate Similarity	0.7532	NPC206728
Intermediate Similarity	0.7532	NPC273374
Intermediate Similarity	0.7532	NPC153585
Intermediate Similarity	0.7532	NPC47948
Intermediate Similarity	0.75	NPC265579
Intermediate Similarity	0.75	NPC184672
Intermediate Similarity	0.75	NPC506756
Intermediate Similarity	0.75	NPC520622
Intermediate Similarity	0.7342	NPC139078
Intermediate Similarity	0.716	NPC62418
Intermediate Similarity	0.716	NPC113169
Intermediate Similarity	0.716	NPC569747
Remote Similarity	0.6585	NPC107782
Remote Similarity	0.6585	NPC271686
Remote Similarity	0.6585	NPC486454
Remote Similarity	0.6585	NPC608488
Remote Similarity	0.6395	NPC90545
Remote Similarity	0.6395	NPC303299
Remote Similarity	0.6395	NPC159060
Remote Similarity	0.6395	NPC111858
Remote Similarity	0.6145	NPC516311
Remote Similarity	0.6071	NPC170067
Remote Similarity	0.6071	NPC486443
Remote Similarity	0.6071	NPC486446
Remote Similarity	0.6071	NPC509472
Remote Similarity	0.6071	NPC586724
Remote Similarity	0.6047	NPC514799
Remote Similarity	0.6047	NPC578730
Remote Similarity	0.6023	NPC575218
Remote Similarity	0.6	NPC278785
Remote Similarity	0.6	NPC175474
Remote Similarity	0.6	NPC99921
Remote Similarity	0.6	NPC535924
Remote Similarity	0.5978	NPC562331
Remote Similarity	0.5977	NPC225084
Remote Similarity	0.5952	NPC486452
Remote Similarity	0.5952	NPC253786
Remote Similarity	0.5952	NPC74591
Remote Similarity	0.593	NPC100898
Remote Similarity	0.593	NPC148183
Remote Similarity	0.593	NPC21084
Remote Similarity	0.593	NPC152768
Remote Similarity	0.593	NPC34408
Remote Similarity	0.593	NPC64717
Remote Similarity	0.593	NPC542937
Remote Similarity	0.593	NPC581622
Remote Similarity	0.593	NPC603893
Remote Similarity	0.593	NPC605039
Remote Similarity	0.593	NPC605270
Remote Similarity	0.593	NPC609001
Remote Similarity	0.5833	NPC220151
Remote Similarity	0.5833	NPC19692
Remote Similarity	0.5833	NPC522873
Remote Similarity	0.5833	NPC610395
Remote Similarity	0.5795	NPC293861
Remote Similarity	0.5795	NPC261003
Remote Similarity	0.5795	NPC606594
Remote Similarity	0.5747	NPC131260
Remote Similarity	0.5747	NPC9777
Remote Similarity	0.5747	NPC115370
Remote Similarity	0.5747	NPC608856
Remote Similarity	0.57	NPC322058
Remote Similarity	0.57	NPC486444
Remote Similarity	0.57	NPC649
Remote Similarity	0.57	NPC506330
Remote Similarity	0.5698	NPC284075
Remote Similarity	0.5698	NPC313985
Remote Similarity	0.5698	NPC249150
Remote Similarity	0.5698	NPC326180
Remote Similarity	0.5698	NPC33619
Remote Similarity	0.5698	NPC540096
Remote Similarity	0.5698	NPC547922
Remote Similarity	0.5698	NPC572911
Remote Similarity	0.5698	NPC581804
Remote Similarity	0.5698	NPC604228
Remote Similarity	0.5698	NPC605528
Remote Similarity	0.5698	NPC609573
Remote Similarity	0.5682	NPC572094
Remote Similarity	0.5667	NPC8613
Remote Similarity	0.5632	NPC81654
Remote Similarity	0.5631	NPC120781
Remote Similarity	0.5631	NPC137383
Remote Similarity	0.5631	NPC74764
Remote Similarity	0.5631	NPC508886
Remote Similarity	0.5631	NPC522699
Remote Similarity	0.5631	NPC552336
Remote Similarity	0.5625	NPC21174
Remote Similarity	0.5618	NPC156094
Remote Similarity	0.5568	NPC289227
Remote Similarity	0.5517	NPC516417
Remote Similarity	0.5517	NPC523632
Remote Similarity	0.5422	NPC474897
Remote Similarity	0.5393	NPC319179
Remote Similarity	0.5392	NPC498842
Remote Similarity	0.5385	NPC577821
Remote Similarity	0.5366	NPC185200
Remote Similarity	0.5366	NPC229173
Remote Similarity	0.5366	NPC569899
Remote Similarity	0.521	NPC533871
Remote Similarity	0.52	NPC63310
Remote Similarity	0.52	NPC191489
Remote Similarity	0.52	NPC611619
Remote Similarity	0.5192	NPC292508
Remote Similarity	0.5192	NPC199607
Remote Similarity	0.5192	NPC54591
Remote Similarity	0.5169	NPC483467
Remote Similarity	0.5109	NPC320761
Remote Similarity	0.5059	NPC165441
Remote Similarity	0.5059	NPC509219

Drug Structure

NPD4501 OpenBabel08211705262D 27 31 0 0 1 0 0 0 0 0999 V2000 5.0737 0.9433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1219 2.9287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5164 -1.4526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5162 -0.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6779 -1.9369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6775 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6777 -1.9376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5163 -1.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6783 0.9679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3551 -0.0008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3559 2.9040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1941 1.4514 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8388 -1.4529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8387 -1.4532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5170 1.4519 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3554 0.9675 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5172 2.4201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8386 -0.4840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6780 -0.0003 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8389 -0.4844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6376 2.9283 0.0000 C 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 2.5165 -0.4847 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 1.6379 3.9442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7577 2.4206 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1943 2.4197 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 13 2 0 0 0 0 6 18 2 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 23 1 0 0 0 0 9 19 1 0 0 0 0 10 23 1 0 0 0 0 11 17 2 0 0 0 0 11 26 1 0 0 0 0 12 1 1 1 0 0 0 12 16 1 0 0 0 0 12 26 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 20 2 0 0 0 0 15 9 1 6 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 10 1 1 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 6 0 0 0 20 22 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	8746
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	352.18
ALogP	-0.6544
MLogP	3.22
XLogP	3.069
HDA	5
HBD	1
Rotatable Bonds	4
TPSA	54.56
RO5 Violation	0