NPASS drugs

Drug Information

Drug ID:	NPD3177
Drug Name:	Rapastinel
Molecular Formula:	C18H31N5O6
Canonical SMILES:	C[C@H]([C@@H](C(=N)O)N=C([C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@H]([C@H](O)C)N)O)O
Standard InCHI:	InChI=1S/C18H31N5O6/c1-9(24)13(19)18(29)23-8-4-6-12(23)17(28)22-7-3-5-11(22)16(27)21-14(10(2)25)15(20)26/h9-14,24-25H,3-8,19H2,1-2H3,(H2,20,26)(H,21,27)/t9-,10-,11+,12+,13+,14+/m1/s1
Standard InCHIKey:	GIBQQARAXHVEGD-BSOLPCOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3177

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	161
0.1-0.2	12703
0.2-0.3	14453
0.3-0.4	2431
0.4-0.5	787
0.5-0.6	267
0.6-0.7	62
0.7-0.8	26
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7912	NPC275715
Intermediate Similarity	0.7879	NPC128303
Intermediate Similarity	0.78	NPC241394
Intermediate Similarity	0.7647	NPC470782
Intermediate Similarity	0.7614	NPC475542
Intermediate Similarity	0.7416	NPC470783
Intermediate Similarity	0.7412	NPC320221
Intermediate Similarity	0.7412	NPC126186
Intermediate Similarity	0.7381	NPC470781
Intermediate Similarity	0.7222	NPC476302
Intermediate Similarity	0.7204	NPC477539
Intermediate Similarity	0.7191	NPC31756
Intermediate Similarity	0.7188	NPC474576
Intermediate Similarity	0.7172	NPC473597
Intermediate Similarity	0.7143	NPC322274
Intermediate Similarity	0.7113	NPC62263
Intermediate Similarity	0.7113	NPC173763
Intermediate Similarity	0.7113	NPC471098
Intermediate Similarity	0.7111	NPC476156
Intermediate Similarity	0.7111	NPC476117
Intermediate Similarity	0.7111	NPC476137
Intermediate Similarity	0.7111	NPC476243
Intermediate Similarity	0.7093	NPC29326
Intermediate Similarity	0.7083	NPC474593
Intermediate Similarity	0.7083	NPC475801
Intermediate Similarity	0.7	NPC312315
Remote Similarity	0.6964	NPC469899
Remote Similarity	0.6932	NPC327272
Remote Similarity	0.6863	NPC475440
Remote Similarity	0.6832	NPC47076
Remote Similarity	0.6832	NPC134504
Remote Similarity	0.6818	NPC209156
Remote Similarity	0.6818	NPC161774
Remote Similarity	0.6818	NPC266888
Remote Similarity	0.6818	NPC256312
Remote Similarity	0.6786	NPC128005
Remote Similarity	0.6786	NPC84182
Remote Similarity	0.6786	NPC287693
Remote Similarity	0.6782	NPC196007
Remote Similarity	0.6782	NPC76297
Remote Similarity	0.6782	NPC214532
Remote Similarity	0.6667	NPC477538
Remote Similarity	0.6636	NPC475637
Remote Similarity	0.6604	NPC476877
Remote Similarity	0.6593	NPC59867
Remote Similarity	0.6538	NPC220234
Remote Similarity	0.6518	NPC63191
Remote Similarity	0.6518	NPC471202
Remote Similarity	0.6514	NPC296143
Remote Similarity	0.6514	NPC67009
Remote Similarity	0.6509	NPC475149
Remote Similarity	0.6509	NPC471097
Remote Similarity	0.6481	NPC476876
Remote Similarity	0.6476	NPC13175
Remote Similarity	0.6476	NPC475791
Remote Similarity	0.6429	NPC243964
Remote Similarity	0.6421	NPC53858
Remote Similarity	0.6421	NPC84128
Remote Similarity	0.6404	NPC296043
Remote Similarity	0.6389	NPC323720
Remote Similarity	0.6381	NPC475758
Remote Similarity	0.6373	NPC301010
Remote Similarity	0.6355	NPC5864
Remote Similarity	0.6355	NPC124554
Remote Similarity	0.6355	NPC301148
Remote Similarity	0.6348	NPC329216
Remote Similarity	0.6325	NPC470652
Remote Similarity	0.6322	NPC135539
Remote Similarity	0.6322	NPC196359
Remote Similarity	0.6322	NPC221764
Remote Similarity	0.6322	NPC78312
Remote Similarity	0.6311	NPC280066
Remote Similarity	0.63	NPC322966
Remote Similarity	0.6296	NPC198344
Remote Similarity	0.6289	NPC472351
Remote Similarity	0.6279	NPC160661
Remote Similarity	0.6275	NPC315237
Remote Similarity	0.6271	NPC160688
Remote Similarity	0.625	NPC470653
Remote Similarity	0.625	NPC470650
Remote Similarity	0.625	NPC117829
Remote Similarity	0.625	NPC470654
Remote Similarity	0.6239	NPC124549
Remote Similarity	0.6195	NPC476875
Remote Similarity	0.6186	NPC235078
Remote Similarity	0.6146	NPC23984
Remote Similarity	0.6071	NPC171734
Remote Similarity	0.6033	NPC50520
Remote Similarity	0.5978	NPC55274
Remote Similarity	0.5968	NPC470655
Remote Similarity	0.5968	NPC470651
Remote Similarity	0.5943	NPC469739
Remote Similarity	0.593	NPC314510
Remote Similarity	0.5918	NPC284456
Remote Similarity	0.5918	NPC6902
Remote Similarity	0.5918	NPC184473
Remote Similarity	0.5909	NPC262615
Remote Similarity	0.5889	NPC74555
Remote Similarity	0.5889	NPC266242
Remote Similarity	0.5889	NPC306763
Remote Similarity	0.5889	NPC254617
Remote Similarity	0.5854	NPC272396
Remote Similarity	0.5842	NPC469363
Remote Similarity	0.5833	NPC191774
Remote Similarity	0.5833	NPC477237
Remote Similarity	0.5833	NPC37681
Remote Similarity	0.5825	NPC155230
Remote Similarity	0.5824	NPC475127
Remote Similarity	0.5824	NPC475715
Remote Similarity	0.5824	NPC473419
Remote Similarity	0.5818	NPC188785
Remote Similarity	0.5806	NPC309525
Remote Similarity	0.5789	NPC207820
Remote Similarity	0.5778	NPC59221
Remote Similarity	0.5778	NPC184150
Remote Similarity	0.5778	NPC141156
Remote Similarity	0.5765	NPC11433
Remote Similarity	0.5765	NPC245346
Remote Similarity	0.5765	NPC302003
Remote Similarity	0.5763	NPC259586
Remote Similarity	0.5761	NPC115800
Remote Similarity	0.5761	NPC163538
Remote Similarity	0.5738	NPC315188
Remote Similarity	0.5738	NPC477238
Remote Similarity	0.5735	NPC315266
Remote Similarity	0.573	NPC41429
Remote Similarity	0.5729	NPC329077
Remote Similarity	0.5728	NPC473495
Remote Similarity	0.5728	NPC52533
Remote Similarity	0.5714	NPC250953
Remote Similarity	0.5714	NPC470621
Remote Similarity	0.5714	NPC222481
Remote Similarity	0.5714	NPC474469
Remote Similarity	0.5714	NPC476019
Remote Similarity	0.5714	NPC473819
Remote Similarity	0.5699	NPC328457
Remote Similarity	0.567	NPC325902
Remote Similarity	0.5667	NPC12514
Remote Similarity	0.5667	NPC294883
Remote Similarity	0.5647	NPC311668
Remote Similarity	0.5647	NPC65832
Remote Similarity	0.5647	NPC10262
Remote Similarity	0.5618	NPC57420
Remote Similarity	0.5607	NPC38172
Remote Similarity	0.5604	NPC118524
Remote Similarity	0.56	NPC477518
Remote Similarity	0.56	NPC246005

Drug Structure

NPD3177 OpenBabel08211702562D 36 37 0 0 1 0 0 0 0 0999 V2000 -1.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6622 -2.7678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8761 1.2106 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 4.2828 0.2971 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 2.8815 1.1061 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 -1.9563 -0.4158 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8532 -3.3556 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5396 -0.3720 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2872 -1.1590 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9397 -2.9489 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1307 -3.5366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6442 -1.3666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 -0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 -2.1100 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2352 -4.5312 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8352 -1.9543 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6736 0.1280 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 -2.9344 -0.6237 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9578 -4.3501 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2171 -3.1299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5577 -1.7733 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6555 -1.2733 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 -1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 -2.8532 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 -2.3179 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4262 -5.1190 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6036 0.1194 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1487 -4.9379 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4081 -3.7177 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3667 -1.1855 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 5 1 0 0 0 0 3 7 1 0 0 0 0 4 6 1 0 0 0 0 4 8 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 22 1 0 0 0 0 8 23 1 0 0 0 0 9 1 1 6 0 0 0 9 13 1 0 0 0 0 9 24 1 0 0 0 0 10 2 1 1 0 0 0 10 14 1 0 0 0 0 10 25 1 0 0 0 0 11 16 1 1 0 0 0 11 22 1 0 0 0 0 12 17 1 1 0 0 0 12 23 1 0 0 0 0 13 18 1 1 0 0 0 13 19 1 0 0 0 0 14 15 1 1 0 0 0 14 21 1 0 0 0 0 15 20 2 0 0 0 0 15 26 1 0 0 0 0 16 21 2 3 0 0 0 16 27 1 0 0 0 0 17 22 1 0 0 0 0 17 28 2 0 0 0 0 18 23 1 0 0 0 0 18 29 2 0 0 0 0 19 30 1 0 0 0 0 19 31 1 0 0 0 0 20 32 1 0 0 0 0 24 33 1 0 0 0 0 25 34 1 0 0 0 0 26 35 1 0 0 0 0 27 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003095
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	14539800
ChEBI
CAS Number

Drug Properties

Molecular Weight	413.23
ALogP	-4.8587
MLogP	2.23
XLogP	-1.872
HDA	11
HBD	6
Rotatable Bonds	16
TPSA	183.77
RO5 Violation	2