NPASS drugs

Drug Information

Drug ID:	NPD4820
Drug Name:	Carboprost Tromethamine
Molecular Formula:	C21H36O5.C4H11NO3
Canonical SMILES:	OCC(CO)(CO)N.CCCCC[C@@](/C=C/[C@H]1[C@@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)O)O)(O)C
Standard InCHI:	"InChI=1S/C21H36O5.C4H11NO3/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25;5-4(1-6,2-7)3-8/h5,7,12,14,16-19,22-23,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25);6-8H,1-3,5H2/b7-5-,14-12+;/t16-,17-,18+,19+,21+;/m1./s1"
Standard InCHIKey:	UMMADZJLZAPZAW-OVXHCKHTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4820

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	65850
0.1-0.2	138110
0.2-0.3	7050
0.3-0.4	657
0.4-0.5	64
0.5-0.6	2
0.6-0.7	7
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Remote Similarity	0.6393	NPC260814
Remote Similarity	0.6393	NPC323249
Remote Similarity	0.6393	NPC27949
Remote Similarity	0.6393	NPC39547
Remote Similarity	0.6393	NPC561206
Remote Similarity	0.6393	NPC599790
Remote Similarity	0.629	NPC27845
Remote Similarity	0.5312	NPC324411
Remote Similarity	0.5231	NPC328775

Drug Structure

NPD4820 OpenBabel08211705272D 43 42 0 0 1 0 0 0 0 0999 V2000 0.7079 -1.4241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1974 -4.0736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.4023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2431 -3.0714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0747 -4.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9408 -5.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2087 -5.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8068 -4.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1942 -2.7624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3427 -4.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6728 -5.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5826 -3.4826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9373 -3.4315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8395 -2.8135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8427 -2.2226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3427 -3.7614 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5337 -3.1736 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1517 -3.1736 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8427 -2.2226 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.5388 -4.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8884 -3.1225 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.1028 -3.4826 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2549 -1.4135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.4049 -5.2614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5388 -3.7614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5794 -2.1715 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -7.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -8.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -7.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -7.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -6.7614 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -6.8954 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8660 -9.2614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -8.6274 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8459 -2.8135 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6616 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4049 -3.2614 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2485 -1.4283 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1340 -6.2614 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8660 -6.2614 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -6.8954 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 -8.7614 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -9.4935 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 4 1 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 7 2 0 0 0 0 6 8 1 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 9 13 1 0 0 0 0 11 20 1 0 0 0 0 12 14 2 0 0 0 0 13 21 1 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 16 10 1 6 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 12 1 1 0 0 0 17 19 1 0 0 0 0 18 22 1 6 0 0 0 19 23 1 1 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 2 1 1 0 0 0 21 26 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 25 37 1 0 0 0 0 26 38 1 0 0 0 0 27 30 1 0 0 0 0 27 32 1 0 0 0 0 28 30 1 0 0 0 0 28 33 1 0 0 0 0 29 30 1 0 0 0 0 29 34 1 0 0 0 0 30 31 1 0 0 0 0 31 39 1 0 0 0 0 31 40 1 0 0 0 0 32 41 1 0 0 0 0 33 42 1 0 0 0 0 34 43 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001215
DrugBank	DB00429
ChEMBL	CHEMBL1237105
IUPHAR/BPS
PharmaGKB	PA164754883
KEGG Drug	D00682
PubChem CID	0
ChEBI	3404
CAS Number	58551-69-2

Drug Properties

Molecular Weight	368.26
ALogP	-2.0238
MLogP	3.22
XLogP	3.313
HDA	5
HBD	4
Rotatable Bonds	18
TPSA	97.99
RO5 Violation	1